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soman
Sign in to saveAlso known as pinacolyl methylfluorophosphonate, O-Pinacolyl methylphosphonofluoridate
Soman (or GD, EA 1210, Zoman, PFMP, A-255, systematic name: O-pinacolyl methylphosphonofluoridate) is an extremely toxic chemical substance. It is a nerve agent, interfering with normal functioning of the mammalian nervous system by inhibiting the enzyme cholinesterase. It is an inhibitor of both acetylcholinesterase and butyrylcholinesterase. As a chemical weapon, it is classified as a weapon of mass destruction by the United Nations according to UN Resolution 687. Its production is strictly controlled, and stockpiling is outlawed by the Chemical Weapons Convention of 1993 where it is classif
OverviewAI-generated
Soman is a chemical compound with the formula C₇H₁₆FO₂. Its IUPAC name is 3-[fluoro(methyl)phosphoryl]oxy-2,2-dimethylbutane. The substance has a mass of 182.087 and a density of 1.0131. It melts at -80 and boils at 190.
Chemical properties include an xlogp of 2.1 and a topological polar surface area of 26.3. The molecule contains zero hydrogen bond donors and three hydrogen bond acceptors, with a charge of 0. A database search for soman yields 3645 results. The compound is referenced by 522 other encyclopedia articles.
Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C7H16FO2P
- Molecular weight
- 182.17 g/mol
- IUPAC name
- 3-[fluoro(methyl)phosphoryl]oxy-2,2-dimethylbutane
- SMILES
- CC(C(C)(C)C)OP(=O)(C)F
- InChIKey
- GRXKLBBBQUKJJZ-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 26.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
3,645 papers- Soman neurotoxicity.Fundamental and applied toxicology : official journal of the Society of Toxicology · 1981
- Soman-induced morphological changes: an overview in the non-human primate.Journal of applied toxicology : JAT · 1993
- Toxicokinetics of soman: species variation and stereospecificity in elimination pathways.Neuroscience and biobehavioral reviews · 1991
- Visual detection of soman metabolites in zebrafish.Analytical methods : advancing methods and applications · 2025
- Anticonvulsant effectiveness of scopolamine against soman-induced seizures in African green monkeys.Drug and chemical toxicology · 2022
via PubMed
~10 min read
Encyclopedic overview
10 sectionsContents
- History
- Structure and reactivity
- Synthesis
- Mechanisms of action
- Metabolism
- Signs and symptoms
- Toxicity and efficacy
- Effects on animals
- References
- External links
Soman (or GD, EA 1210, Zoman, PFMP, A-255, systematic name: O-pinacolyl methylphosphonofluoridate) is an extremely toxic chemical substance. It is a nerve agent, interfering with normal functioning of the mammalian nervous system by inhibiting the enzyme cholinesterase. It is an inhibitor of both acetylcholinesterase and butyrylcholinesterase. As a chemical weapon, it is classified as a weapon of mass destruction by the United Nations according to UN Resolution 687. Its production is strictly controlled, and stockpiling is outlawed by the Chemical Weapons Convention of 1993 where it is classified as a Schedule 1 substance. Soman was the third of the so-called G-series nerve agents to be discovered along with GA (tabun), GB (sarin), and GF (cyclosarin).
When pure, soman is a volatile, corrosive, and colorless liquid with a faint odor like that of mothballs or rotten fruit. More commonly, it is a yellow to brown color and has a strong odor described as similar to camphor. The LCt50 for soman is 70mg·min/m3 in humans.
Excerpted from Wikipedia’s “soman” article, available under the CC BY-SA 4.0 licence.