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PubMed1979

Blood cyanide and thiocyanate concentrations after administration of sodium nitroprusside as hypotensive agent in neurosurgery.

In a group of 50 neurosurgical patients receiving sodium nitroprusside as a hypotensive agent, in doses of 50--2131 microgram/kg body weight, whole blood cyanide was estimated before infusion of drug, during infusion, immediately after infusion, and 1 and 3 h later. Cyanide values increased significantly, reaching the maximum in a sample taken immediately after infusion (mean value, 333; highest value, 1800 microgram/liter). Values correlated closely with both dose and rate of infusion. Blood thiocyanate, estimated before, immediately after, and 3 h after the infusion, showed no significant changes in thiocyanate concentration. In any case, no signs or symptoms of cyanide or thiocyanate poisoning were observed. We conclude that sodium nitroprusside, in the proper dose and given at the proper rate, does not precipitate cyanide poisoning.

Adolescent↗
PubMedDate not supplied

[The use of a complex cobalt compound as a cyanide antidote].

The medical effect of the cobalt (III) complex compound [Co(DH)2(H2O)2]Cl poisoning by potassium cyanide has been experimentally found. The poisoning has been caused by intravenous potassium cyanide, 1 mg/kg. The aqueous solution of the complex was added the same to cyanide in doses of 40 and 80 mg/kg. The poison and antidote effects were controlled by bioelectrical tests of the brain and heart. The advantage of the preparation is its direct interaction with cyanide and significantly lower doses as compared with the well-known anticyanide antidotes.

Animals↗
PubMed1977

Acute cyanide poisoning complicated by lactic acidosis and pulmonary edema.

Massive cyanide poisoning occurred in a 21-year-old man who had ingested 600 mg of potassium cyanide. The clinical course was marked by acute pulmonary edema and lactic acidosis. Because the poison was unidentified until nine hours after ingestion, the patient received only supported treatment which included diuresis, oxygen, bicarbonate, and assisted ventilation. A review of the literature shows that many case reports are poorly documented and do not provide a firm basis for evaluating therapy. To our knowledge, only four patients, including ours, have had blood levels of cyanide measured. In the absence of a suitable history, diagnosis of cyanide poisoning is difficult. A simple chemical test which can be performed on gastric aspirate is available. Hydroxocobalamin may be used as a nontoxic specific antidote. Nonspecific supportive therapy is of great importance.

Acidosis↗
PubMed1977

Colorimetric determination of cyanide liberated from apricot kernels.

A simple colorimetric method is described for determining the quantity of hydrogen cyanide produced by the spontaneous decomposition of amygdalin in apricot kernels. The evolved cyanide is collected in sodium hydroxide solution and assayed colorimetrically by reaction with picric acid. Results for duplicate assays, 3.02 and 3.06 mg CN-/g, compare well with those obtained by AOAC method 26.115 which specifies steam distillation and silver nitrate titration; results for triplicate assays were 3.02, 3.03, and 3.08 mg CN-/g by the latter. Recovery of cyanide from potassium cyanide at a level equivalent to 243 microgram CN-/g was 101.0%.

Colorimetry↗
PubMed1992

Interspecies comparison of cellular localization of the cyanide metabolizing enzyme rhodanese within olfactory mucosa.

The observation of high levels of xenobiotic metabolizing enzyme activity in the olfactory mucosa has produced speculation on the functional significance of these enzymes in the nose. Hypothesized roles include protection of the nasal epithelium, lung, and other downstream tissues, and termination or modification of olfactory responses. The enzyme rhodanese metabolizes cyanide, which is a commonly inhaled toxicant and an odorant and therefore of interest to both toxicologists and olfactory neurobiologists. The cellular localization of this enzyme within the olfactory mucosa will have important consequences for its ability to protect specific cells, as well as its ability to alter the concentration of inhaled cyanide at receptors, and therefore could provide clues as to its function in this tissue. We have compared the distribution of this enzyme in two species, the rat and the cow, using immunohistochemical localization techniques employing species-specific polyclonal antisera raised in our laboratory. In the rat, rhodanese-like immunoreactivity was greatest within the apical portion of the sustentacular cells, the basal cells, and the duct cells of Bowman's glands. Very little to no reaction was observed in the acinar cells of Bowman's glands. In the cow, however, the acinar cells and duct cells of Bowman's glands showed intense immunoreactivity with little to no reaction observed in the sustentacular or basal cells. The differences in localization of rhodanese in these two species may have important implications for cell types at risk during inhalation of cyanide or organonitrile compounds metabolized to cyanide within the nasal mucosa.(ABSTRACT TRUNCATED AT 250 WORDS)

Animals↗
PubMed1989

Cyanide production by Pseudomonas fluorescens helps suppress black root rot of tobacco under gnotobiotic conditions.

Pseudomonas fluorescens CHA0 suppresses black root rot of tobacco, a disease caused by the fungus Thielaviopsis basicola. Strain CHA0 excretes several metabolites with antifungal properties. The importance of one such metabolite, hydrogen cyanide, was tested in a gnotobiotic system containing an artificial, iron-rich soil. A cyanidenegative (hcn) mutant, CHA5, constructed by a gene replacement technique, protected the tobacco plant less effectively than did the wild-type CHA0. Complementation of strain CHA5 by the cloned wild-type hcn genes restored the strain's ability to suppress disease. An artificial transposon carrying the hcn genes of strain CHA0 (Tnhcn) was constructed and inserted into the genome of another P.fluorescens strain, P3, which naturally does not produce cyanide and gives poor plant protection. The P3::Tnhcn derivative synthesized cyanide and exhibited an improved ability to suppress disease. All bacterial strains colonized the roots similarly and did not influence significantly the survival of T.basicola in soil. We conclude that bacterial cyanide is an important but not the only factor involved in suppression of black root rot.

Journal Article↗
PubMed2002

Highly selective and sensitive reaction of cyanide with 2,2-dihydroxy-1,3-indanedione.

A novel reaction of cyanide with 2,2-dihydroxy-1,3-indanedione in the presence of sodium carbonate is described. It is highly selective and sensitive, and suitable for the determination of hydrogen cyanide in the environment and free cyanide ions in water, blood, urine, serum, etc. As little as 1.25x10(-7) mol x L(-1) CN(-) (3.25x10(-9) g x mL(-1) cyanide) can be determined by use of this reaction. The color system obeys Beer's law in the range 10 ng x mL(-1) to 1.0 microg x mL(-1) at 510 nm. The molar absorptivity was 8.0x10(4) L x mol(-1) x cm(-1) for a solution of concentration 0.2 microg x mL(-1). All other important analytical properties of the reaction have been studied. It is proposed that the purple color produced under these reaction conditions is that of 2-cyano-1,2,3-trihydroxy-2 H indene.

Journal Article↗
PubMed1996

Determination of cyanide in microsamples by means of capillary flow injection analysis with amperometric detection.

A new approach for determining cyanide in microsamples is described. The method is based on capillary flow injection analysis (CFIA) with amperometric detection. The sensing electrode is a silver-plated microdisk electrode, where cyanide can react under formation of a dicyanoargentate complex. A remarkably low mass detection limit of 231 fmol cyanide is obtained for an injection volume of 60 nl. The sample throughput of the CFIA-arrangement is comparable with a conventional sized FIA-system. A practical application is given by analyzing the cyanide (amygdalin) concentration in apple kernels.

Journal Article↗
PubMed2005

Determination of the cyanide metabolite 2-aminothiazoline-4-carboxylic acid in urine and plasma by gas chromatography-mass spectrometry.

The cyanide metabolite 2-aminothiazoline-4-carboxylic acid (ATCA) is a promising biomarker for cyanide exposure because of its stability and the limitations of direct determination of cyanide and more abundant cyanide metabolites. A simple, sensitive, and specific method based on derivatization and subsequent gas chromatography-mass spectrometry (GC-MS) analysis was developed for the identification and quantification of ATCA in synthetic urine and swine plasma. The urine and plasma samples were spiked with an internal standard (ATCA-d(2)), diluted, and acidified. The resulting solution was subjected to solid phase extraction on a mixed-mode cation exchange column. After elution and evaporation of the solvent, a silylating agent was used to derivatize the ATCA. Quantification of the derivatized ATCA was accomplished on a gas chromatograph with a mass selective detector. The current method produced a coefficient of variation of less than 6% (intra- and interassay) for two sets of quality control (QC) standards and a detection limit of 25 ng/ml. The applicability of the method was evaluated by determination of elevated levels of ATCA in human urine of smokers in relation to non-smokers for both males and females.

Animals↗
PubMed2002

Mechanistic diversity covering 15 orders of magnitude in rates: cyanide exchange on [M(CN)(4)](2-) (M = Ni, Pd, and Pt).

Kinetic studies of cyanide exchange on [M(CN)(4)](2-) square-planar complexes (M = Pt, Pd, and Ni) were performed as a function of pH by (13)C NMR. The [Pt(CN)(4)](2-) complex has a purely second-order rate law, with CN(-) as acting as the nucleophile, with the following kinetic parameters: (k(2)(Pt,CN))(298) = 11 +/- 1 s(-1) mol(-1) kg, DeltaH(2) (Pt,CN) = 25.1 +/- 1 kJ mol(-1), DeltaS(2) (Pt,CN) = -142 +/- 4 J mol(-1) K(-1), and DeltaV(2) (Pt,CN) = -27 +/- 2 cm(3) mol(-1). The Pd(II) metal center has the same behavior down to pH 6. The kinetic parameters are as follows: (k(2)(Pd,CN))(298) = 82 +/- 2 s(-1) mol(-1) kg, DeltaH(2) (Pd,CN) = 23.5 +/- 1 kJ mol(-1), DeltaS(2) (Pd,CN) = -129 +/- 5 J mol(-1) K(-1), and DeltaV(2) (Pd,CN) = -22 +/- 2 cm(3) mol(-1). At low pH, the tetracyanopalladate is protonated (pK(a)(Pd(4,H)) = 3.0 +/- 0.3) to form [Pd(CN)(3)HCN](-). The rate law of the cyanide exchange on the protonated complex is also purely second order, with (k(2)(PdH,CN))(298) = (4.5 +/- 1.3) x 10(3) s(-1) mol(-1) kg. [Ni(CN)(4)](2-) is involved in various equilibrium reactions, such as the formation of [Ni(CN)(5)](3-), [Ni(CN)(3)HCN](-), and [Ni(CN)(2)(HCN)(2)] complexes. Our (13)C NMR measurements have allowed us to determine that the rate constant leading to the formation of [Ni(CN)(5)](3-) is k(2)(Ni(4),CN) = (2.3 +/- 0.1) x 10(6) s(-1) mol(-1) kg when the following activation parameters are used: DeltaH(2)() (Ni,CN) = 21.6 +/- 1 kJ mol(-1), DeltaS(2) (Ni,CN) = -51 +/- 7 J mol(-1) K(-1), and DeltaV(2) (Ni,CN) = -19 +/- 2 cm(3) mol(-1). The rate constant of the back reaction is k(-2)(Ni(4),CN) = 14 x 10(6) s(-1). The rate law pertaining to [Ni(CN)(2)(HCN)(2)] was found to be second order at pH 3.8, and the value of the rate constant is (k(2)(Ni(4,2H),CN))(298) = (63 +/- 15) x10(6) s(-1) mol(-1) kg when DeltaH(2) (Ni(4,2H),CN) = 47.3 +/- 1 kJ mol(-1), DeltaS(2) (Ni(4,2H),CN) = 63 +/- 3 J mol(-1) K(-1), and DeltaV(2) (Ni(4,2H),CN) = - 6 +/- 1 cm(3) mol(-1). The cyanide-exchange rate constant on [M(CN)(4)](2-) for Pt, Pd, and Ni increases in a 1:7:200 000 ratio. This trend is modified at low pH, and the palladium becomes 400 times more reactive than the platinum because of the formation of [Pd(CN)(3)HCN](-). For all cyanide exchanges on tetracyano complexes (A mechanism) and on their protonated forms (I/I(a) mechanisms), we have always observed a pure second-order rate law: first order for the complex and first order for CN(-). The nucleophilic attack by HCN or solvation by H(2)O is at least nine or six orders of magnitude slower, respectively than is nucleophilic attack by CN(-) for Pt(II), Pd(II), and Ni(II), respectively.

Journal Article↗
PubMed2005

Theoretical investigations of uranyl-ligand bonding: four- and five-coordinate uranyl cyanide, isocyanide, carbonyl, and hydroxide complexes.

The coordination and bonding of equatorial hydroxide, carbonyl, cyanide (CN-), and isocyanide (NC-) ligands with uranyl dication, [UO2]2+, has been studied using density functional theory with relativistic effective core potentials. Good agreement is seen between experimental and calculated geometries of [UO2(OH)4]2-. Newly predicted ground-state structures of [UO2(OH)5]3-, [UO2(CO)4]2+, [UO2(CO)5]2+, [UO2(CN)4]2-, [UO2(CN)5]3-, [UO2(NC)4]2-, and [UO2(NC)5]3- are reported. Four-coordinate uranyl isocyanide complexes are the predicted gas-phase species while five-coordinate uranyl cyanide complexes are energetically favorable in aqueous solution. Small energy differences between cyanide and isocyanide complexes indicate the energetic feasibility of mixed cyanide and isocyanide complexes. A D2d uranyl tetrahydroxide is the dominant gas-phase and aqueous species, but formation of uranyl carbonyl complexes is seen to be exothermic in the gas-phase and endothermic in aqueous solution.

Journal Article↗
PubMed2002

Cyanide-limited complexation of molybdenum(III): synthesis of octahedral [Mo(CN)(6)](3-) and cyano-bridged [Mo(2)(CN)(11)](5-).

Octahedral coordination of molybdenum(III) is achieved by limiting the amount of cyanide available upon complex formation. Reaction of Mo(CF(3)SO(3))(3) with LiCN in DMF affords Li(3)[Mo(CN)(6)] x 6DMF (1), featuring the previously unknown octahedral complex [Mo(CN)(6)](3-). The complex exhibits a room-temperature moment of mu(eff) = 3.80 mu(B), and assignment of its absorption bands leads to the ligand field parameters Delta(o) = 24800 cm(-1) and B = 247 cm(-1). Further restricting the available cyanide in a reaction between Mo(CF(3)SO(3))(3) and (Et(4)N)CN in DMF, followed by recrystallization from DMF/MeOH, yields (Et(4)N)(5)[Mo(2)(CN)(11)] x 2DMF x 2MeOH (2). The dinuclear [Mo(2)(CN)(11)](5-) complex featured therein contains two octahedrally coordinated Mo(III) centers spanned by a bridging cyanide ligand. A fit to the magnetic susceptibility data for 2, gives J = -113 cm(-1) and g = 2.33, representing the strongest antiferromagnetic coupling yet observed through a cyanide bridge. Efforts to incorporate these new complexes in magnetic Prussian blue-type solids are ongoing.

Journal Article↗
PubMed2003

A mechanistic investigation of the carbon-carbon bond cleavage of aryl and alkyl cyanides using a cationic RhIII silyl complex.

Cationic Rh(III) complex [Cp(PMe(3))Rh(SiPh(3))(CH(2)Cl(2))]BAr(4)' (1) activates the carbon-carbon bond of aryl and alkyl cyanides (R-CN, where R = Ph, (4-(CF(3))C(6)H(4)), (4-(OMe)C(6)H(4)), Me, (i)Pr, (t)Bu) to produce complexes of the general formula [Cp*(PMe(3))Rh(R)(CNSiPh(3))]BAr(4)'. With the exception of the (t)BuCN case, every reaction proceeds at room temperature (t(1/2) < 1 h for aryl cyanides, t(1/2) < 14 h for alkyl cyanides). A general mechanism is presented on the basis of (1) an X-ray crystal structure determination of an intermediate isolated from the reaction involving 4-methoxybenzonitrile and (2) kinetic studies performed on the C-C bond cleavage of para-substituted aryl cyanides. Initial formation of an eta(1)-nitrile species is observed, followed by conversion to an eta(2)-iminoacyl intermediate, which was observed to undergo migration of R (aryl or alkyl) to rhodium to form the product [Cp*(PMe(3))Rh(R)(CNSiPh(3))]BAr(4)'.

Journal Article↗
PubMed2006

Structure and multinuclear solid-state NMR of a highly birefringent lead-gold cyanide coordination polymer.

The coordination polymer Pb(H2O)[Au(CN)2]2 (1) was synthesized by the reaction of KAu(CN)2 and Pb(NO3)2. The structure contains 1-D chains of lead(II)-OH2 linked via Au(CN)2(-) moieties, generating a 2-D slab; weak aurophilic interactions of 3.506(2) and 3.4885(5) A occur within and between slabs. The geometry about each lead(II) is bicapped trigonal prismatic, having six N-bound cyanides at the prism vertices and waters at two of the faces. Dehydration at 175 degrees C yields microcrystalline Pb[Au(CN)2]2 (2), which, along with 1, was examined by 13C, 15N, 1H, and 207Pb solid-state NMR methods. Two 15N resonances are assigned to the mu2-bridging and hydrogen-bonding cyanides in 1. Upon dehydration, the 207Pb NMR spectrum becomes axially symmetric and yields a reduced shielding span, indicating higher site symmetry, while the 13C and 15N spectra reveal a single cyanide. Although no single-crystal X-ray structure of 2 could be obtained, a structure is proposed on the basis of the NMR and X-ray powder data, consisting of a lead(II) center in a distorted square-prismatic environment, with cyanides present at each corner. The birefringence of single crystals of 1 is found to be 7.0 x 10(-2) at room temperature. This value is large compared to that of most optical materials and can be attributed to the anisotropy of the 2-D slabs of 1, with all CN bonds aligned in the same direction by the polarizable lead(II) center.

Journal Article↗
PubMed2006

Novel chemical sensor for cyanides: boron-doped carbon nanotubes.

Boron-doped (B-doped) single-walled (8, 0) carbon nanotubes (SWCNTs) are investigated using density functional theory (DFT) calculations as sensor models to detect the presence of cyanides, such as hydrogen cyanide (HCN) and cyanogen chloride (CNCl). Comparing the results of the intrinsic SWCNTs with HCN and CNCl, we discover that B-doped SWCNTs present a high sensitivity to the gaseous cyanide molecules, which is indicated by optimized geometry and electronic properties of these systems. On the basis of calculated results, we call attention to the fact that B-doped SWCNTs would be potential candidates for the detection of gaseous cyanide molecules. The present results provide guidance to experimental scientists in developing CNT-based chemical sensors.

Journal Article↗
PubMed2006

Intramolecular charge transfer and dielectric solvent relaxation in n-propyl cyanide. N-phenylpyrrole and 4-dimethylamino-4'-cyanostilbene.

Fast intramolecular charge transfer (ICT) accompanied by dual fluorescence from a locally excited (LE) and an ICT state taking place with N-phenylpyrrole (PP) in the solvent n-propyl cyanide (PrCN) is investigated as a function of temperature between 25 and -112 degrees C. The LE and ICT fluorescence decays from -45 to -70 degrees C can be adequately fitted with two exponentials, in accordance with a two state (LE + ICT) reaction mechanism, similar to what has been observed with PP in the more polar and less viscous alkyl cyanides acetonitrile (MeCN) and ethyl cyanide (EtCN). At lower temperatures, triple-exponential fits are required for the LE and ICT decays. The ICT emission band maximum of the time-resolved fluorescence spectra of PP in PrCN at -100 degrees C displays a spectral shift from 29 230 cm-1 at t = 0 to 27 780 cm-1 at infinite time, which equilibration process is attributed to dielectric solvent relaxation. From the time dependence of this shift, in global analysis with that of the band integrals BI(LE) and BI(ICT) of the time-resolved LE and ICT fluorescence bands, the decay times 119 and 456 ps are obtained. Dielectric relaxation times of 20 and 138 ps are determined from the double-exponential spectral solvation response function C(t) of the probe molecule 4-dimethylamino-4'-cyanostilbene in PrCN at -100 degrees C. It is concluded from the similarity of the times 119 ps (PP) and 138 ps (DCS) that the deviation from double-exponential character for the fluorescence decays of PP in PrCN below -70 degrees C is due to the interference of dielectric solvent relaxation with the ICT reaction. This fact complicates the kinetic analysis of the LE and ICT fluorescence decays. The kinetic analysis for PP in PrCN is hence restricted to temperatures between -70 and -45 degrees C. From this analysis, the forward and backward ICT activation energies Ea (12 kJ/mol) and Ed (17 kJ/mol) are obtained, giving an ICT stabilization enthalpy -DeltaH of 5 kJ/mol. A comparison of the reaction barriers for PP in the three alkyl cyanides PrCN, EtCN, and MeCN (J. Phys. Chem. A 2005, 109, 1497) shows that Ea becomes smaller with increasing solvent polarity (from 12 to 6 kJ/mol), whereas Ed remains effectively constant. Both observations are indicative of a late transition state for the LE --> ICT reaction. The significance of the Leffler-Hammond postulate in this connection is discussed: not primarily the energy of the LE, ICT, and transition states but rather the extent of charge transfer in these states determines whether an early or a late transition state is present.

Electrochemistry↗
PubMed2005

Synthesis, crystal structures and magnetic properties of cyanide- and phenolate-bridged [M(III)NiII]2 tetranuclear complexes (M=Fe and Cr).

The binuclear complex NiII2L(H2O)2(ClO4)2(1) and the neutral tetranuclear bimetallic compounds [{M(III)(phen)(CN)4}2{NiII2L(H2O)2}].2CH3CN with M=Fe (2) and Cr (3)[H2L=11,23-dimethyl-3,7,15,19-tetraazatricyclo[19.3.1.1(9,13)]hexacosa-2,7,9,11,13(26),14,19,21(25),22,24-decaene-25,26-diol] have been synthesized and the structures of and determined by single crystal X-ray diffraction. and are isostructural compounds whose structure is made up of centrosymmetric binuclear cations [Ni2(L)(H2O)2]2+ and two peripheral [M(phen)(CN)4]- anions [M=Fe (2) and Cr (3)] acting as monodentate ligands towards the nickel atoms through one of their four cyanide nitrogen atoms. The environment of the metal atoms in 2 and 3 is six-coordinated: two phen-nitrogen and four cyanide-carbon atoms at the iron and chromium atoms and a water molecule, one cyanide-nitrogen and two phenolate-oxygens and two imine-nitrogens from the binucleating ligand L2- at the nickel atom build distorted octahedral surroundings. The values of the FeNi and CrNi separations through the single cyanide bridge are 5.058(1) and 5.174(2)A respectively, whereas the Ni-Ni distances across the double phenolate bridge are 3.098(2)(2) and 3.101(1) A (3). The magnetic properties of have been investigated in the temperature range 1.9-290 K. The magnetic behaviour of corresponds to that of an antiferromagnetically coupled nickel(II) dimer with J=-61.0(1) cm-1, the Hamiltonian being defined as H=-J S(A).S(B). An overall antiferromagnetic behaviour is observed for and with a low-lying singlet spin state. The values of the intramolecular magnetic couplings are J(Fe-Ni)=+17.4(1) cm-1 and J(Ni-Ni(a))=-44.4(1) cm-1 for and J(Cr-Ni)=+11.8(1) cm-1 and J(Ni-Ni(a))=-44.6(1) cm-1 for [H=-J(M-Ni)(S(M).S(Ni)+S(Ma).S(Nia))-J(Ni-Nia)S(Ni)S(Nia)]. Theoretical calculations using methods based on density functional theory (DFT) have been employed on in order to analyze the efficiency of the exchange pathways involved and also to substantiate the exchange coupling parameters.

Journal Article↗
PubMed1996

Kinetic and spectroscopic properties of the cyanide complexes of ferrous haemoglobins I and IV from trout blood.

The cyanide ion is a ligand of ferrous as well as ferric haemoproteins and this study presents a kinetic characterization of the dissociation of its complexes with the two main haemoglobin components from trout blood. Both these haemoglobins bind oxygen co-operatively at neutral or alkaline pH values but one of them is insensitive to pH and allosteric effectors (haemoglobin I, HbI) while the other (haemoglobin IV, HbIV) is strongly sensitive and shows the so-called Root effect (i.e. the incomplete oxygen saturation in air-equilibrated solutions at pH values of < 6.5). Comparison of the kinetics of dissociation of cyanide from ferrous forms of HbI and HbIV reveals that: (i) cyanide dissociates in both cases by a complex reaction, and, at least in the case of HbIV, this may be attributed to functional differences between the alpha and beta subunits; (ii) the reaction is only scarcely co-operative in HbI and not at all so in HbIV; and (iii) the Bohr and Root effects are not manifested in this reaction. The functional heterogeneity of ferrous alpha and beta chains of trout HbI has not been observed for any other ligand; moreover, the observation that co-operativity for cyanide dissociation is expressed by human haemoglobin but not by trout HbIV is surprising.

Animals↗