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Substance Name: Dimercaprol [USP:INN:BAN:JAN]
RN: 59-52-9
UNII: 0CPP32S55X
InChIKey: WQABCVAJNWAXTE-UHFFFAOYSA-N

Note

  • An anti-gas warfare agent that is effective against Lewisite (dichloro(2-chlorovinyl)arsine) and formerly known as British Anti-Lewisite or BAL. It acts as a chelating agent and is used in the treatment of arsenic, gold, and other heavy metal poisoning.

Molecular Formula

  • C3-H8-O-S2

Molecular Weight

  • 124.227
 

Classification Codes

  • Antidote (to Arsenic and Gold and Mercury Poisoning)
  • Chelating Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Natural Product
  • Reproductive Effect
  • Sequestering Agents

Names and Synonyms

Name of Substance

  • Dimercaprol
  • Dimercaprol [USP:INN:BAN:JAN]

MeSH Heading

  • Dimercaprol

Synonyms

  • 1,2-Dimercapto-3-propanol
  • 1,2-Dithioglycerol
  • 1-Propanol, 2,3-dimercapto
  • 1-Propanol, 2,3-dimercapto-
  • 2,3-Dimercapto-1-propanol
  • 2,3-Dimercaptol-1-propanol
  • 2,3-Dimercaptopropanol
  • 2,3-Dithiopropanol
  • 3-Hydroxy-1,2-propanedithiol
  • 4-01-00-02770 (Beilstein Handbook Reference)
  • AI3-61820
  • alpha,beta-Dithioglycerol
  • Antoxol
  • BAL
  • BAL in Oil
  • British antilewisite
  • BRN 1732058
  • CCRIS 3616
  • Dicaptol
  • Dimercaprol
  • Dimercaprol propanol
  • Dimercaprolo
  • Dimercaprolo [DCIT]
  • Dimercaprolum
  • Dimercaprolum [INN-Latin]
  • Dimercaptopropanol
  • Dimercaptopropanol (VAN)
  • Dimerkaprol
  • Dimerkaprol [Czech]
  • Dimersol
  • Dithioglycerine
  • Dithioglycerol (VAN)
  • DMP
  • DMP (VAN)
  • EINECS 200-433-7
  • Glycerol, 1,2-dithio-
  • HSDB 4004
  • NSC 39515
  • NSC 4646
  • Panobal
  • Sulfactin
  • Sulfactin (VAN)
  • UNII-0CPP32S55X
  • USAF ME-1

Systematic Names

  • 1-Propanol, 2,3-dimercapto-
  • Dimercaprol

Registry Numbers

CAS Registry Number

  • 59-52-9

FDA UNII

  • 0CPP32S55X

Other Registry Numbers

  • 31855-41-1
  • 81600-56-8
  • 98923-19-4

System Generated Number

  • 0000059529

Structure Descriptors

InChI

1S/C3H8OS2/c4-1-3(6)2-5/h3-6H,1-2H2

InChIKey

WQABCVAJNWAXTE-UHFFFAOYSA-N

Smiles

C([C@@H](CS)S)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo intramuscular 3mg/kg (3mg/kg) BLOOD: HEMORRHAGE

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Science. Vol. 102, Pg. 601, 1945.
mouse LD50 intramuscular 113mg/kg (113mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 223, Pg. 408, 1954.
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04985,
mouse LD50 oral 217mg/kg (217mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 21, Pg. 364, 1948.
mouse LD50 unreported 99mg/kg (99mg/kg)   Fukuoka Igaku Zasshi. Vol. 49, Pg. 2779, 1958.
rabbit LD50 intramuscular 50mg/kg (50mg/kg)   Biochemical Journal. Vol. 41, Pg. 325, 1947.
rabbit LD50 intravenous 50mg/kg (50mg/kg)   Biochemical Journal. Vol. 41, Pg. 325, 1947.
rabbit LD50 parenteral 40mg/kg (40mg/kg) VASCULAR: REGIONAL OR GENERAL ARTERIOLAR CONSTRICTION

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION
Annales Pharmaceutiques Francaises. Vol. 5, Pg. 172, 1947.
rabbit LD50 unreported 80mg/kg (80mg/kg)   Fukuoka Igaku Zasshi. Vol. 49, Pg. 2779, 1958.
rat LD50 intramuscular 87mg/kg (87mg/kg)   Toxicology and Applied Pharmacology. Vol. 36, Pg. 297, 1976.
rat LD50 intraperitoneal 105mg/kg (105mg/kg)   Annales Pharmaceutiques Francaises. Vol. 5, Pg. 172, 1947.
rat LD50 subcutaneous 2gm/kg (2000mg/kg)   Annales Pharmaceutiques Francaises. Vol. 5, Pg. 172, 1947.
rat LD50 unreported 113mg/kg (113mg/kg)   Fukuoka Igaku Zasshi. Vol. 49, Pg. 2779, 1958.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point < 25 deg C   EXP
pKa Dissociation Constant 8.62 (none) 25 EXP
log P (octanol-water) 0.160 (none)   EST
Water Solubility 8.70E+04 mg/L   EXP
Henry's Law Constant 9.39E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.01E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.