None found
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1,3-dithiolane (Click)
CAS Number: 4829-04-3Picture of molecule
Nikkaji Web: J91.134H
Beilstein Number: 102455
MDL: MFCD00041425
XlogP3-AA: 1.40 (est)
Molecular Weight: 106.21082000
Formula: C3 H6 S2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: information only not used for fragrances or flavors
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 175.00 to  176.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 1.573000 mm/Hg @ 25.00 °C. (est)
Flash Point: 146.00 °F. TCC ( 63.60 °C. ) (est)
logP (o/w): 0.555 (est)
Soluble in:
 water, 4063 mg/L @ 25 °C (est)
Insoluble in:
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Organoleptic Properties:
Odor Type: sulfurous
Odor Strength: high ,
recommend smelling in a 0.10 % solution or less
 sweet  sulfurous  onion  onion cooked onion  
Odor Description:
at 0.10 % in dipropylene glycol. 
sweet sulfurous onion
 sweet  sulfurous  ripe  onion  
Taste Description:
sweet sulfurous ripe onion
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Cosmetic Information:
None found
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Santa Cruz Biotechnology
For experimental / research use only.
1,3-Dithiolane ≥96%
Sigma-Aldrich: Aldrich
For experimental / research use only.
1,3-Dithiolane 97%
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Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50  900 mg/kg
European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 17, Pg. 235, 1982.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: information only not used for fragrances or flavors
Recommendation for 1,3-dithiolane usage levels up to:
 not for fragrance use.
Recommendation for 1,3-dithiolane flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 20970
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
Chemidplus: 0004829043
RTECS: JP0511000 for cas# 4829-04-3
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NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 20970
Pubchem (sid): 134984355
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
For Odor
 dibutyl sulfideFL/FR
 dimethyl trisulfideFL/FR
 dipropyl disulfideFL/FR
 ferula assa-foetida gum oilFL/FR
 methyl furfuryl disulfideFL/FR
 propyl mercaptanFL/FR
S-(methyl thio) butyrateFL/FR
 grapefruit mercaptanFL/FR
 coffee difuranFL/FR
 furfuryl mercaptanFL/FR
 ethyl (E)-2-crotonateFL/FR
 tropical thiazoleFL/FR
 tropical trithianeFL/FR
isopropyl thioisovalerateFL/FR
 meaty dithianeFL/FR
2-acetyl thiopheneFL/FR
 blackberry thiophenoneFL/FR
 buchu mercaptanFL/FR
 cassis pentanoneFL/FR
 cocoa essenceFL/FR
 dimethyl disulfideFL/FR
 dimethyl sulfideFL/FR
 ethyl 2-mercaptopropionateFL/FR
 ethyl methyl mercaptopropionateFL/FR
 ferula assa-foetida absoluteFL/FR
 fish thiolFL/FR
 furfuryl thioacetateFL/FR
S-furfuryl thioformateFL/FR
 grapefruit menthaneFL/FR
 lychee mercaptan acetateFL/FR
 mango thiolFL/FR
2-mercaptopropionic acidFL/FR
4-methoxy-2-methyl butane thiolFL/FR
(S)-1-methoxy-3-heptane thiolFL/FR
 methyl 3-(methyl thio) propionateFL/FR
4-methyl 4-mercaptopentan-2-one 1% solutionFL/FR
2-methyl 5-(methyl thio) furanFL/FR
 methyl mercaptanFL/FR
3-(methyl thio) hexanolFL/FR
2-(methyl thio) phenolFL/FR
 onion oilFL/FR
 onion oil dutchFL/FR
 onion oil egyptFL/FR
 onion oil mexicoFL/FR
 passiflora acetateFL/FR
S-tropical 2-thiobutyrateFL/FR
cis-galbanum oxathianeFL/FR
1-furfuryl pyrroleFL/FR
For Flavor
No flavor group found for these
 allyl methyl disulfideFL
 allyl methyl trisulfideFL
 allyl propyl disulfideFL
 allyl propyl sulfideFL
 allyl propyl trisulfideFL
 amyl mercaptanFL
isoamyl mercaptanFL
sec-amyl mercaptanFL
 amyl methyl disulfideFL
 blackberry thiophenoneFL/FR
1,2-butane dithiolFL
 butyl disulfideFL
 butyl ethyl disulfideFL
sec-butyl isothiocyanateFL
 butyl isothiocyanateFL
tert-butyl mercaptanFL
isobutyraldehyde sulfidedFL
 diethyl sulfideFL
 diethyl trisulfideFL
 diisopropyl sulfideFL
 diisopropyl trisulfideFL
(Z+E)-2,5-dimethyl-3-tetrahydrofuran thiolFL
 dipropyl sulfideFL
 ethyl 2-(methyl dithio) propionateFL
 ethyl 2-(methyl thio) acetateFL
 ethyl 4-(acetyl thio) butyrateFL
 ethyl 4-(methyl thio) butyrateFL
 ethyl 5-(methyl thio) valerateFL
 ethyl mercaptanFL
 ethyl methyl trisulfideFL
 ethyl propyl disulfideFL
 ethyl propyl trisulfideFL
 ethylene mercaptanFL
 furfuryl propyl disulfideFL
2-heptane thiolFL
 heptyl mercaptanFL
 hexanal sulfidedFL
2-hexyl thiopheneFL
3-mercapto-2-methyl pentanolFL
3-mercaptopropionic acidFL
bis(1-mercaptopropyl) sulfideFL
4-methyl 4-mercaptopentan-2-one 1% solutionFL/FR
S-methyl benzothioateFL
 methyl butyl sulfideFL
 methyl methane thiosulfonateFL
4-(methyl thio) butanolFL
2-(methyl thio) ethanolFL
2-(methyl thio) methyl-2-butenalFL
1-(methyl thio)-1-buteneFL
 methyl thiomethyl mercaptanFL
S-methyl thiopropionateFL
2-methyl-1-butane thiolFL
 methyl-1-propenyl trisulfideFL
2-methyl-3-furyl tetrasulfideFL
1,9-nonane dithiolFL
1-phenethyl mercaptanFL
 prenyl mercaptanFL
1,1-propane dithiolFL
1,3-propane dithiolFL
 propenyl propyl disulfideFL
 propionaldehyde sulfidedFL
isopropyl disulfideFL
 propyl mercaptanFL/FR
isopropyl thioisovalerateFL/FR
 pyrazinyl methyl sulfideFL
1-(2'-thienyl) ethyl mercaptanFL
S-tropical 2-thiobutyrateFL/FR
isovaleraldehyde sulfidedFL
 allyl thiohexanoateFL
3-mercapto-3-methyl-1-butyl acetateFL
dextro,laevo-3-(methyl thio) butanoneFL
 allium porrum extractFL
 allyl disulfideFL
 allyl mercaptanFL
 allyl thiopropionateFL
 benzyl mercaptanFL
1,3-butane dithiolFL
 cyclopentyl mercaptanFL
 dicyclohexyl disulfideFL
 diethyl disulfideFL
 dimethyl trisulfideFL/FR
 dipropyl disulfideFL/FR
 dipropyl trisulfideFL
 ferula assa-foetida gum oilFL/FR
 leek oilFL
 methyl 3-mercaptobutanoateFL
2-methyl thioacetaldehydeFL
 onion oil extendersFL
 tropical thiazoleFL/FR
 truffle sulfideFL
(S)-1-methoxy-3-heptane thiolFL/FR
 furfuryl alcoholFL
 methyl 2-thiofuroateFL
 cocoa essenceFL/FR
 grapefruit mercaptanFL/FR
3-mercaptoheptyl acetateFL
 cocoa distillatesFL
 coffee difuranFL/FR
 furfuryl mercaptanFL/FR
 methyl furfuryl disulfideFL/FR
 methyl furfuryl thiolFL
corn chip
 difurfuryl sulfideFL
1,8-octane dithiolFL
isopropyl mercaptanFL
 methyl thio isovalerateFL
3-mercaptohexyl hexanoateFL
 methionyl butyrateFL
 passion fruit distillatesFL
 tropical trithianeFL/FR
 allyl methyl sulfideFL
 garlic oleoresinFL
 cassis pentanoneFL/FR
 dibutyl sulfideFL/FR
2,5-dimethyl thiopheneFL
cis-galbanum oxathianeFL/FR
 horseradish oilFL
4-penten-1-yl acetateFL
 buchu oil fractionsFL
 lychee mercaptan acetateFL/FR
 yeast thiazolineFL
2,6-dimethyl thiophenolFL
2,5-dimethyl-3-furan thiolFL
 furfuryl 2-methyl-3-furyl disulfideFL
 meaty dithianeFL/FR
2-mercaptopropionic acidFL/FR
2-(methyl thio) phenolFL/FR
bis(2-methyl-3-furyl) disulfideFL
S-(2-methyl-3-furyl) ethane thioateFL
2-methyl-3-tetrahydrofuran thiolFL
 phenyl mercaptanFL
 pyrazinyl ethane thiolFL
2-pyridinyl methane thiolFL
3-(methyl thio) hexanolFL/FR
 allyl isothiocyanateFL
 ethyl (E)-2-crotonateFL/FR
2-methyl 5-(methyl thio) furanFL/FR
S-(methyl thio) butyrateFL/FR
 nutty thiazoleFL
2-acetyl thiopheneFL/FR
 ethyl 2-mercaptopropionateFL/FR
 methyl propyl disulfideFL
 methyl propyl trisulfideFL
 propyl thioacetateFL
2-ethyl benzene thiolFL
 ethyl 3-(furfuryl thio) propionateFL
 furfuryl thioacetateFL/FR
 hexyl mercaptanFL
 methyl isopentyl disulfideFL
2,4,6-triethyl tetrahydro-1,3,5-dithiazineFL
 allium sativum bulb extractFL
 allyl sulfideFL
 buchu mercaptanFL/FR
2,3-butane dithiolFL
 butyl mercaptanFL
 diallyl polysulfidesFL
 diallyl tetrasulfideFL
 diallyl trisulfideFL
 dimethyl disulfideFL/FR
 dimethyl sulfideFL/FR
 diphenyl disulfideFL
 ethyl methyl mercaptopropionateFL/FR
 ethyl methyl sulfideFL
S-ethyl thioacetateFL
 ferula assa-foetida absoluteFL/FR
 fish thiolFL/FR
 furfuryl methyl sulfideFL
S-furfuryl thioformateFL/FR
 furfuryl thiopropionateFL
 grapefruit menthaneFL/FR
 mango thiolFL/FR
3-mercapto-2-methyl pentanalFL
4-methoxy-2-methyl butane thiolFL/FR
 methyl 2-(methyl thio) butyrateFL
 methyl 2-methyl-3-furyl disulfideFL
 methyl 4-(methyl thio) butyrateFL
 methyl benzyl disulfideFL
 methyl ethyl disulfideFL
 methyl mercaptanFL/FR
1-(methyl thio)-2-butanoneFL
 methyl thioacetateFL
 methyl thiomethyl butyrateFL
2-methyl thiopheneFL
2-naphthyl mercaptanFL
 onion oilFL/FR
 onion oil dutchFL/FR
 onion oil egyptFL/FR
 onion oil mexicoFL/FR
 onion oleoresinFL
 potato butanoneFL
 roasted butanolFL
3-mercaptohexyl butyrateFL
 passiflora acetateFL/FR
alpha-benzylidene methionalFL
1-furfuryl pyrroleFL/FR
 methyl 3-(methyl thio) propionateFL/FR
 potato butyraldehydeFL
 radish isothiocyanateFL
Synonyms   Articles   Notes   Search   Top
Potential Uses:
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 not found in nature
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PubMed: Design, synthesis, and antimelanogenic effects of (2-substituted phenyl-1,3-dithiolan-4-yl)methanol derivatives.
PubMed: Indium-Catalyzed Reductive Dithioacetalization of Carboxylic Acids with Dithiols: Scope, Limitations, and Application to Oxidative Desulfurization.
PubMed: Development and comparison of HPLC and MEKC methods for the analysis of cyclic sulfur mustard degradation products.
PubMed: Synthesis of ferrocenyl-substituted 1,3-dithiolanes via [3 + 2]-cycloadditions of ferrocenyl hetaryl thioketones with thiocarbonyl S-methanides.
PubMed: Diradical reaction mechanisms in [3 + 2]-cycloadditions of hetaryl thioketones with alkyl- or trimethylsilyl-substituted diazomethanes.
PubMed: Development of a dynamic headspace gas chromatography-mass spectrometry method for on-site analysis of sulfur mustard degradation products in sediments.
PubMed: Selective arylthiolane deprotection by singlet oxygen: a promising tool for sensors and prodrugs.
PubMed: Cross-dehydrogenative coupling of azoles with α-C(sp3)-H of ethers and thioethers under metal-free conditions: functionalization of H-N azoles via C-H activation.
PubMed: Synthesis of pyrrolidine-fused 1,3-dithiolane oligomers by the cycloaddition of polycyclic dithiolethiones to maleimides and evaluation as mercury(II) indicators.
PubMed: Molecular mechanisms of (R,R)ZX-5 on NO synthesis and its anti-angiogenic effect.
PubMed: 1-Oxo-1,3-dithiolanes--synthesis and stereochemistry.
PubMed: Cationic cyclization of 2-alkenyl-1,3-dithiolanes: diastereoselective synthesis of trans-decalins.
PubMed: Structural requirements of (E)-6-benzylidene-4a-methyl-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one derivatives as novel melanogenesis inhibitors.
PubMed: Lead detoxification activities and ADMET hepatotoxicities of a class of novel 5-(1-carbonyl-L-amino-acid)-2,2-dimethyl-[1,3]dithiolane-4-carboxylic acids.
PubMed: The mechanism of (R,R) ZX-5 on increasing NO release.
PubMed: A bimetallic aluminum(salen) complex for the synthesis of 1,3-oxathiolane-2-thiones and 1,3-dithiolane-2-thiones.
PubMed: Diastereoselective formal total synthesis of (+/-)-triptolide via a novel cationic cyclization of 2-alkenyl-1,3-dithiolane.
PubMed: Novel Cr(III) dinuclear complexes supported by salicyloylhydrazono dithiolane and dithiane ligands: synthesis, stability, crystal structures and magnetic properties.
PubMed: Headspace-trap gas chromatography-mass spectrometry for determination of sulphur mustard and related compounds in soil.
PubMed: Trace determination of sulphur mustard and related compounds in water by headspace-trap gas chromatography-mass spectrometry.
PubMed: Synthesis, DNA intercalation and 3D QSAR analysis of cis-2,4,5-trisubstituted-1,3-dithiolanes as a novel class of antitumor agents.
PubMed: 1,3-Dioxolane-based ligands as rigid analogues of naftopidil: structure-affinity/activity relationships at alpha1 and 5-HT1A receptors.
PubMed: Synthesis and magnetic properties of new mono- and binuclear iron complexes with salicyloylhydrazono dithiolane ligand.
PubMed: Comparative molecular dynamics simulations of the potent synthetic classical cannabinoid ligand AMG3 in solution and at binding site of the CB1 and CB2 receptors.
PubMed: Nucleophilic additions to alkylidene bis(sulfoxides): stereoelectronic effects in vinyl sulfoxides.
PubMed: Efficient cleavage of the N-O bond of 3,6-dihydro-1,2-oxazines mediated by some alpha-hetero substituted carbonyl compounds in mild conditions.
PubMed: Dinuclear Cp* cobalt complexes of the 1,2,4,5-benzenetetrathiolate bischelating ligand.
PubMed: Combined 3D QSAR and molecular docking studies to reveal novel cannabinoid ligands with optimum binding activity.
PubMed: Stereoelectronic effects in cyclic sulfoxides, sulfones, and sulfilimines: application of the Perlin effect to conformational analysis.
PubMed: Intramolecular thia-anti-Michael addition of a sulfur anion to enones: a regiospecific approach to multisubstituted thiophene derivatives.
PubMed: General strategy for the syntheses of corynanthe, tacaman, and oxindole alkaloids.
PubMed: Reaction of the acetals with TESOTf-base combination; speculation of the intermediates and efficient mixed acetal formation.
PubMed: Very strong ferromagnetic interaction in a new binuclear mu-methoxo-bridged Mn(III) complex: synthesis, crystal structure, magnetic properties, and DFT calculations.
PubMed: Heteroatom-substituted expanded radialenes: one-pot synthesis and characterization of expanded 1,3-dithiolane[n]radialenes.
PubMed: gem-Difluorination of 2,2-diaryl-1,3-dithiolanes by Selectfluor and pyridinium polyhydrogen fluoride.
PubMed: Alpha-keto amide peptides: a synthetic strategy to resin-bound peptide isosteres for protease inhibitor screening on solid support.
PubMed: A computational study of the cycloaddition of thiobenzophenone S-methylide to thiobenzophenone.
PubMed: A new approach to the chemical synthesis of keto-proteins.
PubMed: Highly diastereoselective 1,3-dipolar cycloaddition reactions of trans-2-methylene-1,3-dithiolane 1,3-dioxide with 3-oxidopyridinium and 3-oxidopyrylium betaines: a route to the tropane skeleton.
PubMed: Relationship between nitric oxide production and choroidal blood flow.
PubMed: Thioformaldehyde S-methylide and thioacetone S-methylide: an ab initio MO study of structure and cycloaddition reactivity.
PubMed: Mechanisms controlling cell cycle arrest and induction of apoptosis after 12-lipoxygenase inhibition in prostate cancer cells.
PubMed: Discovery and design of retinoic acid receptor and retinoid X receptor class- and subtype-selective synthetic analogs of all-trans-retinoic acid and 9-cis-retinoic acid.
PubMed: C-H activation with elemental sulfur: synthesis of cyclic thioureas from formaldehyde aminals and S8.
PubMed: Dynamic NMR studies of a potential chiroptical switch based on dithiocarbamate-iminodithiolane interconversion.
PubMed: Dithiolane analogs of lignans inhibit interferon-gamma and lipopolysaccharide-induced nitric oxide production in macrophages.
PubMed: Differential membrane fluidization by active and inactive cannabinoid analogues.
PubMed: Palladium-catalyzed cyclization reactions of 2-vinylthiiranes with heterocumulenes. Regioselective and enantioselective formation of thiazolidine, oxathiolane, and dithiolane derivatives.
PubMed: Eicosanoid regulation of angiogenesis: role of endothelial arachidonate 12-lipoxygenase.
PubMed: Synthesis of 1,3-dithianes and 1,3-dithiolanes. Baker's yeast reduction and lipase-catalyzed resolution for synthesis of enantiopure derivatives.
PubMed: Structure elucidation and conformational properties of synthetic cannabinoids (-)-2-(6a,7,10,10a-tetrahydro-6,6,9-trimethyl-1-hydroxy-6H-dibe nzo [b,d]pyranyl)-2-hexyl-1,3-dithiolane and its methylated analog.
PubMed: Pharmacophoric requirements for cannabinoid side chains: multiple bond and C1'-substituted delta 8-tetrahydrocannabinols.
PubMed: Apoptosis in the absence of cytochrome c accumulation in the cytosol.
PubMed: Synthesis and evaluation of novel rhodacyanine dyes that exhibit antitumor activity.
PubMed: Requirement for epidermal growth factor receptor tyrosine kinase and for 12-lipoxygenase activity in the expression of 12-lipoxygenase in human epidermoid carcinoma cells.
PubMed: Critical role of arachidonate lipoxygenases in regulating apoptosis.
PubMed: EGF-receptor tyrosine kinase and 12-lipoxygenase activity regulate expression of 12-lipoxygenase in human tumor cells.
PubMed: Hepatotoxicity of diisopropyl ester of malonic acid and chloromalonic acids, disinfection by-products of the fungicide isoprothiolane.
PubMed: Meso-2,3-dimercaptosuccinic acid mono-N-alkylamides: syntheses and biological activity as novel in vivo cadmium mobilizing agents.
PubMed: Synthesis of [4,5-Bis(hydroxymethyl)-1,3-dithiolan-2-yl]nucleosides as Potential Inhibitors of HIV(1).
PubMed: Plasmalogens and their oxidative degradation products in low and high density lipoprotein.
PubMed: 12(S)-HETE is a mitogenic factor for microvascular endothelial cells: its potential role in angiogenesis.
PubMed: Enhanced endothelial cell retraction mediated by 12(S)-HETE: a proposed mechanism for the role of platelets in tumor cell metastasis.
PubMed: Spectroscopic quantitation of organic isothiocyanates by cyclocondensation with vicinal dithiols.
PubMed: [Studies on metabolism of fungicide benzoic acid, 1,3-dithiolan-2-ylidenehydrazide in vitro].
PubMed: [Studies on metabolism of a fungicide yekuling in rat].
PubMed: Metabolism of 7-(1,3-dithiolan-2-ylmethyl)-1,3-dimethylxanthine by rat liver microsomes. Diastereoselective metabolism of the 1,3-dithiolane ring.
PubMed: Stereoselective S-oxygenation of 2-aryl-1,3-dithiolanes by the flavin-containing and cytochrome P-450 monooxygenases.
PubMed: Enantioselective S-oxygenation of 2-aryl-1,3-dithiolanes by rabbit lung enzyme preparations.
PubMed: Enantioselective S-oxygenation of para-methoxyphenyl-1,3-dithiolane by various tissue preparations: effect of estradiol.
PubMed: 2,3-Dithioerythritol, a possible new arsenic antidote.
PubMed: Immunohistochemical study of arachidonate 12-lipoxygenase in porcine tissues.
PubMed: [In vitro transformation of Syrian hamster embryo cells by four chemicals].
PubMed: [Studies on toxicokinetics of 14C-Yekuling in rats after intratracheal injection].
PubMed: Potential anticonvulsants. 11. Synthesis and anticonvulsant activity of spiro[1,3-dioxolane-2,3'-indolin]-2'-ones and structural analogues.
PubMed: [An experimental study on the embryotoxicity and teratogenicity of a new fungicide "Yu-7802" (BHD) in mice].
PubMed: [Studies on the carcinogenicity of a new fungicide, 2-benzoyl-hydrazono-1,3-dithiolane (BHD), in rats].
PubMed: Potent cephalosporinase inhibitors: 7 beta-[2-(1, 3-dithiolan-2-ylidene) acetamido] cephalosporins and related compounds.
PubMed: Occupational effect of phosfolan insecticide on spraymen during field exposure.
PubMed: [Cyclic ketals. 10. Oxidation behavior of 2-substituted 1,3-dithiolane and 1,3-dithane].
PubMed: [Thermal decomposition of cysteine, cystine, N-acetylcysteine, 4-thiazolidinecarboxylic acid and cysteine methyl ester in soy bean oil (authors transl)].
PubMed: [Hydrolytic stability of various 1,3-dioxolane, 1,3-oxathiolane and 1,3-dithiolane derivatives].
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