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PubMed1978

Metabolites of 1,2-epoxy-3-phenoxy- and 1,2-epoxy-3-(p-nitrophenoxy)propane.

1. Rabbits and rats dosed with 1,2-epoxy-3-phenoxypropane excrete 2-hydroxy-3-phenoxypropionic acid and N-acetyl-S-(2-hydroxy-3-phenoxypropyl)-L-cysteine. 2. Rabbits and rats dosed with 1,2-epoxy-3-(p-nitrophenoxy)propane excrete 2-hydroxy-3-(p-nitrophenoxy)propionic acid, N-acetyl-S-[2-hydroxy-3-(p-nitrophenoxy/propyl)propyl]-L-cysteine and p-nitrophenol. 3. The administration of either epoxide to the rat produces a marked fall in hepatic GSH level. 4. The biliary excretion of metabolites of 1,2-epoxy-3-(p-nitrophenoxy)-propane is described.

Animals↗
PubMed1982

The metabolism of 1-phenyl-2-(N-methyl-N-benzylamino)propane (benzphetamine) in vivo in the rat.

1. The metabolism of 1-phenyl-2-(N-methyl-N-benzylamino)propane (benzphetamine) was studied in vivo in the rat. 2. Nine metabolites were obtained from urine after oral administration of benzphetamine to rats. The major metabolite, identified as 1-(p-hydroxyphenyl)-2-(N-benzylamino)propane, was formed by aromatic hydroxylation and N-demethylation. One of the minor metabolites was methamphetamine, formed by N-debenzylation. 3. Metabolites excreted in three days after administration of the drug amounted to about 40% of the dose.

Administration, Oral↗
PubMedDate not supplied

Tissue distribution and metabolism of gamma-linolenoyl-3-eicosapentaenoyl propane diol enterally or intravenously administered to mice bearing human pancreatic carcinomas.

Synthetic propane diol lipids have been proposed as novel compounds to deliver cytocidal polyunsaturated fatty acids (PUFA) such as gamma-linolenic (GLA) and eicosapentaenoic (EPA) acids. To assess the biodistribution and metabolism of these PUFA in immunodeficient mice bearing human pancreatic carcinomas (AsPC-1), gamma-linolenoyl-3-eicosapentaenoyl propane diol (GE diol) was provided in a fat-free diet (5% w:w) for 6 weeks or parentally administered as 14C-GE diol (1 or 3 consecutive doses of 1.66 g/kg/day) in an innovative non-ionic-digalactosyldiacylglycerol emulsion. In tumor, liver, brain, kidney, plasma and fat tissue of mice fed GE diol, PUFA were increased over 25-fold, except for arachidonic acid (AA) levels, which were reduced or remained constant when compared to mice fed control corn oil diet. GLA and EPA were mainly stored in fat tissue. The recovery of radioactivity from the i.v. infected 14C-GE diol was dose and time dependent. Ten days after the i.v. infusion, GLA was only detected in substantial concentrations in tumor and in fat tissue (21 and 202 micrograms/g, respectively). Overall, these studies showed that: GE diol emulsions provide 640-fold higher doses of both GLA and EPA without causing hemolysis or adverse effects in the host mouse when compared to free PUFA infusions; GE diol is metabolized after oral or i.v. administration; tumor concentrations of GLA and EPA from the enterally administered diol were 4 to 13-fold higher than the in vitro cytotoxic levels; EPA, competes with AA and probably inhibits the activity of delta 5 desaturase without affecting the elongation of GLA in the host and tumor tissue; the change in PUFA profile modifies the substrates for eicosanoid synthesis. In short, a potentially desirable cytotoxic PUFA pattern can be achieved in host tissues and, in particular, in a human pancreatic tumor by providing GLA and EPA in the form GE-diol. These findings guarantee further investigations in oncology with this neutral diol lipid.

Adipose Tissue↗
PubMed2000

[Investigation of a gas chromatographic column system for the on-line analysis of gaseous components in de-propane tower of pyrolysis equipment].

Multi-dimensional gas chromatograph has become an important process analyzer due to the advantages of high resolution and fast speed. According to the production requirement, a gas chromatographic column switching system has been investigated for the on-line analysis of gaseous components from high-pressure and lower-pressure de-propane towers of pyrolysis equipment. By using two different injection times on three injectors, and fore-flush and back-flush techniques, C2-hydrocarbons, propane, propene, methylacetylene, propadiene and C4-hydrocarbons can be separated on 7 columns in 7 minutes. The practical application showed the developed column system is suitable for the on-line monitoring of the production process.

English Abstract↗
PubMedDate not supplied

The influence of 2-acetoxy-1, 3-di(nitroimidazolyl)propane derivatives on human red blood cell membrane ATP-ase activity.

The effect of two nitroimidazoles, 2-acetoxyl-1,3-bis-(2'-methyl-4'-nitro-1'-imidazolyl)propane (Rs-029) and 2-acetoxy-1-(2'-methyl-4'-nitro-1'-imidazolyl)-3-(2''-methyl-5''-nitro- 1- nitroimidazolyl)propane (Rs-034) on ATP level and erythrocyte membrane ATP-ase activity was studied. The action of these compounds on erythrocyte membrane ATP-ase activity differed depending on the structure of nitroimidazoles. Only Rs-029 significantly inhibited (Na+K+) ATP-ase activity and activated Mg2+ ATP-ase. Both, Rs-029 and Rs-034 decreased ATP content in red blood cells after three hours incubation in the presence of plasma.

Adenosine Triphosphatases↗
PubMed1980

Allergenicity of trimethylol propane triacrylate in ultraviolet curing inks in the guinea pig.

Trimethylol propane triacrylate (TMPTA) is a multifunctional acrylate commonly used in ultraviolet (UV) curing inks. Six men developed dermatitis when working with such UV curing inks in printing plants and all had positive patch test to TMPTA. The sensitizing capacity of TMPTA as determined by the "Guinea pig maximization test" (GMP) showed it to be a strong allergen. Cross-reaction with penta-erythritol triacrylate (PETA) occurs, but not with trimethylol propane trimethacrylate (TMPTMA).

Acrylates↗
PubMed1982

In vivo and in vitro o-methylation of 1-(3,4-dihydroxyphenyl)-2-(n-propyl-amino) propane - an intermediate in N-(N-propyl) amphetamine metabolism.

In vitro metabolism of 1-(3,4-dihydroxyphenyl)-2-(n-propylamino)-propane (Id) by rat liver cytosol in the presence of S-adenosyl-L-methyl-methionine produced almost quantitatively the corresponding 3-methoxy metabolite. 1-(4-Hydroxy-3-methoxyphenyl)-2-(n-propylamino) propane was also recovered from the urine of rats dosed with the catecholamine (Id).

Animals↗
PubMed1981

Induction of anchorage-independent growth in human fibroblasts by propane sultone.

We have demonstrated a dose-dependent increase in the frequency of diploid human cells capable of anchorage-independent (AI) growth after treatment with the carcinogen propane sultone, followed by exponential growth to allow full expression of this phenotype (8 to 13 population doublings). Exposure to these same concentrations of propane sultone also resulted in a dose-dependent increase in the frequency of 6-thioguanine-resistant cells in the population. Procedures such as synchronization of cells and treatment just after the onset of DNA synthesis or the use of special selective medium were not essential for this induction. A very low frequency of cells with the AI phenotype was found in the control population (background). Cells which exhibited the AI phenotype spontaneously or after carcinogen treatment retained the characteristic over as many generations as tested (greater than 13). The data suggest that AI growth is the result of a mutational event.

Anthralin↗
PubMed1981

Selectivity of the antimetastatic and cytotoxic effects of 1-p-(3,3-dimethyl-1-triazeno)benzoic acid potassium salt (+/-)-1,2-di(3,5-dioxopiperazin-1-yl)propane, and cyclophosphamide in mice bearing Lewis lung carcinoma.

The effects of two selective antimetastatic agents, 1-p-(3,3-dimethyl-1-triazeno)benzoic acid potassium salt (DM-COOK), and (+/-)-1,2-di(3,5-dioxopiperazin-1-yl)propane, have been examined in comparison with those of a cytotoxic agent, cyclophosphamide, in mice bearing Lewis carcinoma. Cyclophosphamide at the two highest dosages causes a strictly related and pronounced inhibition (to less than 10%) of the weight of the s.c. tumor, spontaneous metastases, and lung colonies formed after i.v. injection of tumor cells (artificial metastases); this behavior is consistent with a purely cytotoxic mechanism. At the three dosages used, (+/-)-1,2-di(3,5-dioxopiperazin-1-yl)propane reduces the weight of spontaneous metastases to less than 3%. A dose-dependent reduction of artificial metastasis weight is also observed. At the highest dose, artificial metastasis weight is reduced to about 5%, and s.c. tumor mass is significantly lowered to 40%. These effects are consistent with the combined occurrence of cytotoxic and selective antimetastatic action, although the latter appears to be predominant. At the three dosages used, DM-COOK markedly depresses the weight and number of spontaneous metastases to about 10%, leaving the formation of artificial metastases unaffected and causing no significant effect on primary tumor growth. The effects of these agents on the fractional incorporation of [3H]thymidine in tumor cells further indicate that only DM-COOK is devoid of cytotoxic effects for pulmonary and s.c. tumors. In hosts pretreated with DM-COOK, no reduction in the formation either of spontaneous or of artificial metastases is observed. These data indicate that DM-COOK acts directly on tumor cells and that it presumably inhibits their release from the primary tumor into the bloodstream.

Animals↗
PubMedDate not supplied

Carcinogenic effect of 1:3 propane sultone.

Eighty animals were administered propane sultone in either single or multiple doses. The skin lesions at the site of injection were due to necrosis, ulceration, destruction of the underlying muscle and varying grades of fibrosis. In 13 rats pseudosarcomatous changes were seen, the duration of which varied from 21 to 25 weeks after the first injection. Systemic examination revealed neoplastic pulmonary lesions in 17 rats that had been injected with propane sultone 21 to 25 weeks previously. The malignancies varied from adenocarcinoma to anaplastic carcinoma. Malignancy of lungs is here reported for the first time.

Adenocarcinoma↗
PubMed2001

[Propane-induced tissue damage: burn or freezing injury?].

Tissue damage due to direct contact of liquid propane with the integument is extremely rare. Only five such cases have been described in the literature. We report the case of a girl who sustained a full-thickness skin necrosis of 14.5 % of her body surface area. There is little agreement about the optimal treatment of these injuries in previous reports. The pathophysiological mechanism suggests a freezing injury. The treatment, however, should be analogous to that of third-degree burns.

Adolescent↗
PubMed2002

Formation of ionization clusters in nanometric structures of propane-based tissue-equivalent gas or liquid water by electrons and alpha-particles.

Despite the importance of ionization yield formation in sub-cellular structures a few nanometres in size, with regard to radiation damage our present knowledge in this respect is almost exclusively based on Monte Carlo simulations which in turn are based on cross section sets for water vapour or liquid water. Experimental data, although urgently needed, are still missing because the direct measurement of ionization yields in sub-cellular structures or, at least, in nanometric volumes of liquid water, is not yet possible. The best feasible way to overcome this problem of measurement at present, is the use of highly sophisticated counters filled with gases at low operating pressure to simulate target volumes a few nanometres in diameter at unit density. An indispensable prerequisite of the reliability of such measurements is, however, a check of the equivalence of the ionization yield produced in a specified target gas and the yield to be expected in liquid water or biological material. For this purpose, the ionization yield formation by electrons and alpha-particles in liquid water was simulated using the Monte Carlo method and compared with that produced in propane-based tissue-equivalent gas (composition by volume 55% C3H8, 39.6% CO2, 5.4% N2). After a short summary of the most important physical aspects of ionization cluster formation, new results are presented and discussed from the point of view of radiation physics and radiation biology.

Alpha Particles↗
PubMed2002

Ionization-cluster distributions of alpha-particles in nanometric volumes of propane: measurement and calculation.

The probability of the formation of ionization clusters by primary alpha-particles at 5.4 MeV in nanometric volumes of propane was studied experimentally and by Monte Carlo simulation, as a function of the distance between the center line of the particle beam and the center of the target volume. The volumes were of cylindrical shape, 3.7 mm in diameter and height. As the investigations were performed at gas pressures of 300 Pa and 350 Pa, the dimensions of the target volume were equivalent to 20.6 nm or 24.0 nm in a material of density 1.0 g/cm(3). The dependence of ionization-cluster formation on distance was studied up to values equivalent to about 70 nm. To validate the measurements, a Monte Carlo model was developed which allows the experimental arrangement and the interactions of alpha-particles and secondary electrons in the counter gas to be properly simulated. This model is supplemented by a mathematical formulation of cluster size formation in nanometric targets. The main results of our study are (i) that the mean ionization-cluster size in the delta-electron cloud of an alpha-particle track segment, decreases as a function of the distance between the center line of the alpha-particle beam and the center of the sensitive target volume to the power of 2.6, and (ii) that the mean cluster size in critical volumes and the relative variance of mean cluster size due to delta-electrons are invariant at distances greater than about 20 nm. We could imagine that the ionization-cluster formation in nanometric volumes might in future provide the physical basis for a redefinition of radiation quality.

Biophysics↗
PubMed1994

Induction of gamma GT- and GST-P positive foci in the liver of rats treated with 2-nitropropane or propane 2-nitronate.

2-Nitropropane (2-NP) or its anionic form propane 2-nitronate (P2-N) were tested as initiators in a sequential model of rat hepatocarcinogenesis, at the end of which preneoplastic foci were histologically detected. Six intraperitoneal (i.p.) injections of 25, 50 or 100 mg 2-NP or P2-N/kg body weight resulted in the appearance of liver gamma-glutamyltranspeptidase (gamma GT)- and glutathione S-transferase (GST-P)-positive foci, whose number and size increased with the dose of initiator. 2-NP and P2-N were equally effective. The potency of the highest dose (6 x 100 mg/kg body wt) was comparable to that of a single injection of diethylnitrosamine (100 or 200 mg/kg body wt). This work provides a short-term (70 days) and convenient model for further studies on 2-NP carcinogenicity.

Animals↗
PubMed2004

The solubility of ethane, propane, and carbon dioxide in aqueous solutions of sodium cumene sulfonate.

Measurements have been made to determine the solubilities of ethane, C2H6, propane, C3H8, and carbon dioxide, CO2, in aqueous solutions of sodium cumene sulfonate (NaCS) at 25 degrees C. The solubilities measured for each gas satisfy Henry's law at all concentrations of NaCS. The solubilities of C2H6 and C3H8 exhibit quite similar behavior with respect to added NaCS. The solubilities of these two gases are very low in pure water and are found to be nearly independent of NaCS concentration over a concentration range of 0-0.4 mol NaCS/kg H2O. At intermediate concentrations of NaCS, the solubilities of C2H6 and C3H8 exhibit a gradual increase with added NaCS concentrations ranging from 0.4 to 2.0 mol NaCS/kg H2O. At NaCS concentrations greater than 2.0 mol NaCS/kg H2O, the solubilities of these two gases increase with added NaCS in an approximately linear manner, with the solubility of C3H8 increasing more rapidly than that for C2H6 (by a factor of approximately 2.5). CO2 is much more soluble in pure water than the hydrocarbon gases and exhibits markedly different behavior with respect to added NaCS. The solubility of CO2 decreases with added NaCS over a concentration range of 0-0.9 mol NaCS/kg H2O, passes through a minimum at a concentration of approximately 1.0 mol NaCS/kg H2O, and then increases with added NaCS at higher NaCS concentrations in a manner similar to that observed with C2H6 and C3H8. The trends in solubility observed for these three gases dissolved in aqueous solutions of NaCS resemble those found previously with aqueous solutions of ordinary surfactants. The solubility data measured for these three gases can be interpreted surprisingly well in terms of the mass-action model for micellization, in which salting-out effects due to monomer salt ions suppress gas solubility at low NaCS concentrations and gas solubilization by small micelles of NaCS acts to enhance gas solubility at the higher NaCS concentrations.

Benzene Derivatives↗
PubMed2006

Synthesis and spectroscopic characterization of nickel(II) complexes of 1-benzotriazol-1-yl-[(p-X-phenyl)hydrazone]propan-2-one.

The reaction of NiCl(2).H(2)O with 1-benzotriazol-1-yl-[(p-X-phenyl)hydrazone]propan-2-one, X=H (HL(1)), X=Cl (HL(2)), X=Br (HL(3)) and X=Me (HL(4)), gave the complexes [(HL)NiCl(2)] x nH(2)O and [LNi(OH)](2), where L is the monobasic anion of HL(2) or HL(3). The nature of the products is solvent and ligand dependent. The complexes are characterized by elemental analyses, molar conductivity, magnetic moments and spectroscopic (IR and UV/vis) measurements. The IR showed that the ligands act as neutral bidentate coordinated to the nickel(II) through the azomethine nitrogen and carbonyl oxygen atoms in case of [(HL)NiCl(2)] x nH(2)O. In case of [LNi(OH)](2), the ligands are monobasic bidentate bonded to the nickel(II) through the azomethine nitrogen and the enolato oxygen atoms. The room temperature magnetic moment values of 1.58-2.49 B.M. for [(HL)NiCl(2)] x nH(2)O and [LNi(OH)](2) and their electronic spectral data indicate that these complexes have square planar-tetrahedral equilibrium. The values of 1.61 and 1.58 B.M. for the hydroxo-complexes support their dimeric nature. The electronic spectral of [(HL)NiCl(2)] x nH(2)O and [LNi(OH)](2) in pyridine or alpha-picoline indicated the formation of six-coordinate adducts. The hydroxo-complexes reacted with different Lewis bases to give the complexes [L(2)Ni(L(s))(2)], where L(s)=Py, 2-Pic, 3-Pic, 4-Pic or n-PrNH(2). The relationship between the pK(b) of the Lewis base and the upsilon(Ni-O) of the ligand and upsilon(Ni-N) of the Lewis base was studied. The different ligand field parameters are calculated for the parent ligands in solutions and the solid mixed ligand complexes. The data showed that both are associated with a distorted octahedral ligand field around the nickel(II) and the ligand fields in solution are different from that in solid. The extent of distortion for the parent complexes is more than that in the solid adducts. Furthermore, the data showed that the nickel-ligand bonding in [LNi(OH)](2) is more covalent than in [L(2)Ni(L(s))(2)].

Hydrazones↗
PubMed2006

Bischromophoric styrylpyridinium dyes. Spectroscopic properties of 1,3-bis-[4-(p-N,N-dialkylaminostyryl)pyridinyl]propane dibromides.

The photophysical properties of newly synthesized bischromophoric solvatochromic stilbazolium dyes, 1,3-bis-[4-(p-N,N-dialkylaminostyryl)pyridinyl]propane dibromides (C1-C9), were studied in a series of solvents and their spectroscopic properties were compared with structurally related, monochromophoric styrylpyridinium dyes (SP1-SP9). The position of the UV-vis absorption spectra maximum of novel dyes is only slightly solvent polarity dependent in contrast to the fluorescence spectra that show pronounced solvatochromic effect demonstrated by a large Stokes shifts. The influence of the solvent on absorption and emission spectra, and the solvatochromic properties observed for both ground and first excited states for all the dyes were used for the evaluation of their excited state dipole moments. The ground state dipole moments of both mono- and bischromophoric dyes were established by applying ab initio calculations. The calculations and measurements unexpectedly show that the bischromophoric dyes are characterized by ground state dipole moments being equal to about half of that characterizing their monomeric equivalents, while the excited state dipole moments of bischromophoric dyes are about 10-25% higher in comparison to their monomeric equivalents.

Fluorescent Dyes↗
PubMed2006

Synthesis and spectroscopic studies on iron(III) complexes of 1-benzotriazol-1-yl-1-[(p-X-phenyl)hydrazono]propan-2-one.

A new series of iron(III) complexes are synthesized from the reaction of the polyfunctional ligands 1-benzotriazol-1-yl-1-[p-X-phenyl]hydrazono]propan-2-one (X=H, Cl, NO(2), CH(3) or OCH(3) corresponding to HL(1),HL(2), HL(3), HL(4) or HL(5), respectively, with iron(III) chloride in the presence of LiOH by the conventional and microwave induced energy methods. The conventional method led to the formation of [FeL(3)].nH(2)O but the microwave induced energy gave [FeLCl(2)], n=1-3 and L is the anion of HL(1)-HL(5). The complexes are characterized by the elemental analysis, molar conductivity, magnetic and spectral (FT-IR, UV-vis and ESR) studies. The magnetic and spectral studies showed that [FeLCl(2)] are polymeric octahedral, [Fe(L(1))(3)].H(2)O is a low spin octahedral and (d(xz),d(yz))(4) (d(xy))(1) ground state, [FeL(3)].nH(2)O, L=anion of HL(4) or HL(5) and are octahedral with intermediate spin (S=32) with ground state (d(xy))(2)(d(xz),d(yz))(3) electronic configuration while for the anions of HL(2) and HL(3), they have (t(2g))(3)(e(g))(5) admixed with (d(xy))(2)(d(xz),d(yz))(3) configurations. From the ESR data, the contribution of the high spin (S=52) and low spin (S=32) to the quantum mechanical spin intermediate (QMS), and the crystal field parameters Delta and V are calculated and related to the electronic and steric effects of the ligands. The electronic spectral data confirm that obtained from the ESR, and the different ligand field parameters as well as the pi-->t(2g), t(2g)-->e(g), e(g)-->pi*, pi-->pi* transitions are estimated and compared with that experimentally obtained.

Carbon↗