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Substance Name: Soman
RN: 96-64-0
UNII: 3OF3WXB67Q
InChIKey: GRXKLBBBQUKJJZ-UHFFFAOYSA-N

Note

  • An organophosphorus compound that inhibits cholinesterase. It causes seizures and has been used as a chemical warfare agent.

Molecular Formula

  • C7-H16-F-O2-P

Molecular Weight

  • 182.173
 

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Stimulants
  • Chemical Warfare Agents
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Convulsants
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Mutation Data
  • Neurotransmitter Agents
  • Noxae
  • Poisons

Names and Synonyms

Name of Substance

  • Soman

MeSH Heading

  • Soman

Synonyms

  • 1,2,2-Trimethylpropyl methylphosphonofluoridate
  • 1,2,2-Trimethylpropylester kyseliny methylfluorfosfonove
  • 1,2,2-Trimethylpropylester kyseliny methylfluorfosfonove [Czech]
  • 1-Methyl-2,2-dimethylpropylmethylphosphonofluoridate
  • 2-Butanol, 3,3-dimethyl-, methylphosphonofluoridate
  • 3,3-Dimethyl-2-butyl methylphosphonofluoridate
  • 3,3-Dimethyl-n-but-2-yl methylphosphonofluoridate
  • BRN 1928737
  • CCRIS 3417
  • EA 1210
  • GD
  • HSDB 6764
  • Methyl pinacolyl phosphonofluoridate
  • Methyl pinacolyloxy phosphorylfluoride
  • Methylfluorphosphorsaeurepinakolylester
  • Methylfluorphosphorsaeurepinakolylester [German]
  • Methylphosphonofluoridic acid 1,2,2-trimethylpropyl ester
  • Methylphosphonofluoridic acid, 3,3-dimethyl-2-butyl ester
  • Nerve agent
  • Phosphine oxide, fluoromethyl(1,2,2-trimethylpropoxy)-
  • Phosphonofluoridic acid, methyl-, 1,2,2-trimethylpropyl ester
  • Pinacoloxymethylphosphoryl fluoride
  • Pinacolyl methylfluorophosphonate
  • Pinacolyl methylphosphonofluoridate
  • Pinacolyl methylphosphonofluoride
  • Pinacolyloxy methylphosphoryl fluoride
  • PMFP
  • Pynacolyl methylfluorophosphonate
  • Soman
  • T.2107
  • UNII-3OF3WXB67Q
  • Zoman

Systematic Names

  • Phosphonofluoridic acid, methyl-, 1,2,2-trimethylpropyl ester
  • Soman

Registry Numbers

CAS Registry Number

  • 96-64-0

FDA UNII

  • 3OF3WXB67Q

Other Registry Number

  • 68190-07-8

System Generated Number

  • 0000096640

Structure Descriptors

InChI

1S/C7H16FO2P/c1-6(7(2,3)4)10-11(5,8)9/h6H,1-5H3

InChIKey

GRXKLBBBQUKJJZ-UHFFFAOYSA-N

Smiles

C([C@@H](O[P@@](C)(=O)F)C)(C)(C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 15ug/kg (0.015mg/kg)   Neurotoxicology. Vol. 7, Pg. 225, 1986.
cat LD50 subcutaneous 10ug/kg (0.01mg/kg)   Toxicology and Applied Pharmacology. Vol. 91, Pg. 55, 1987.
chicken LD50 intraperitoneal 71ug/kg (0.071mg/kg)   Pesticide Biochemistry and Physiology. Vol. 26, Pg. 202, 1986.
chicken LD50 subcutaneous 10568ug/kg (10.568mg/kg)   Archives of Toxicology. Vol. 52, Pg. 71, 1983.
dog LD50 intravenous 10ug/kg (0.01mg/kg)   Journal of Toxicology and Environmental Health, Part A. Vol. 59, Pg. 417, 2000.
dog LD50 subcutaneous 12ug/kg (0.012mg/kg)   Biochemical Pharmacology. Vol. 19, Pg. 927, 1970.
frog LD50 intraperitoneal 251ug/kg (0.251mg/kg)   Pesticide Biochemistry and Physiology. Vol. 26, Pg. 202, 1986.
guinea pig LD50 subcutaneous 24ug/kg (0.024mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toxicology and Applied Pharmacology. Vol. 40, Pg. 109, 1977.
human LCLo inhalation 70mg/m3 (70mg/m3)   Science Journal. Vol. 3(4), Pg. 33, 1967.
human LDLo skin 18mg/kg (18mg/kg)   Science Journal. Vol. 3(4), Pg. 33, 1967.
monkey LD50 intramuscular 6570ng/kg (0.00657mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: GENERAL ANESTHETIC
National Technical Information Service. Vol. AD-A026-821,
monkey LD50 subcutaneous 13ug/kg (0.013mg/kg)   Fundamental and Applied Toxicology. Vol. 1, Pg. 419, 1981.
mouse LC50 inhalation 1mg/m3/30M (1mg/m3)   Deutsche Gesundheitswesen. Vol. 15, Pg. 2179, 1960.
mouse LD50 intramuscular 89ug/kg (0.089mg/kg)   Journal of Medicinal Chemistry. Vol. 31, Pg. 807, 1988.
mouse LD50 intraperitoneal 393ug/kg (0.393mg/kg)   Fundamental and Applied Toxicology. Vol. 4, Pg. S96, 1984.
mouse LD50 intravenous 35ug/kg (0.035mg/kg) CARDIAC: CHANGE IN RATE

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION
Acta Pharmacologica et Toxicologica. Vol. 55, Pg. 270, 1984.
mouse LD50 skin 7800ug/kg (7.8mg/kg)   Toxicology and Applied Pharmacology. Vol. 5, Pg. 685, 1963.
mouse LD50 subcutaneous 40ug/kg (0.04mg/kg)   Deutsche Gesundheitswesen. Vol. 15, Pg. 2179, 1960.
rabbit LD50 intramuscular 15ug/kg (0.015mg/kg)   Journal of Toxicology and Environmental Health, Part A. Vol. 59, Pg. 417, 2000.
rabbit LD50 subcutaneous 20ug/kg (0.02mg/kg)   Biochemical Pharmacology. Vol. 19, Pg. 927, 1970.
rat LD50 intramuscular 62ug/kg (0.062mg/kg)   Fundamental and Applied Toxicology. Vol. 5, Pg. S84, 1985.
rat LD50 intraperitoneal 98ug/kg (0.098mg/kg)   Pesticide Biochemistry and Physiology. Vol. 26, Pg. 202, 1986.
rat LD50 intravenous 44500ng/kg (0.0445mg/kg)   Neurotoxicology. Vol. 4(4), Pg. 27, 1983.
rat LD50 oral 400ug/kg (0.4mg/kg)   Journal of Toxicology and Environmental Health, Part A. Vol. 59, Pg. 417, 2000.
rat LD50 subcutaneous 71ug/kg (0.071mg/kg)   Pharmacology and Toxicology Vol. 65, Pg. 181, 1989.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point -4.20E+01 deg C   EXP
Boiling Point 198 deg C   EXP
log P (octanol-water) 1.78 (none)   EXP
Water Solubility 2.10E+04 mg/L 20 EXP
Vapor Pressure 0.4 mm Hg 25 EXP
Henry's Law Constant 4.57E-06 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.97E-11 cm3/molecule-sec 25 EST

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