Soman

Base Information

• Chemical Name: Soman
• CAS No.: 96-64-0
• Deprecated CAS: 68190-07-8
• Molecular Formula: C7H16 F O2 P
• Molecular Weight: 182.175
• Hs Code.: 2931900090
• UNII: 3OF3WXB67Q
• DSSTox Substance ID: DTXSID2031906
• Nikkaji Number: J4.722H
• Wikipedia: Soman
• Wikidata: Q408044
• Metabolomics Workbench ID: 67540
• ChEMBL ID: CHEMBL15910
• Mol file: 96-64-0.mol

Synonyms:Methylphosphonofluoridate, Pinacolyl;Pinacolyl Methylphosphonofluoridate;Soman

Chemical Property of Soman

Chemical Property:

• Melting Point: -41.9°C
• Boiling Point: 201.2°Cat760mmHg
• Flash Point: 75.5°C
• PSA: 36.11000
• Density: 1.009g/cm³
• LogP: 3.23000
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 182.08719491
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

Safty Information:

• Pictogram(s): Highly toxic by ingestion, inhalation, and skin absorption; may be fatal on short exposure; cholinesterase inhibitor; military nerve gas; fatal dose (man) 0.01 mg/kg.
• Hazard Codes: Highly toxic by ingestion, inhalation, and skin absorption; may be fatal on short exposure; cholinesterase inhibitor; military nerve gas; fatal dose (man) 0.01 mg/kg.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Chemical Weapons
• Canonical SMILES: CC(C(C)(C)C)OP(=O)(C)F
• Description: Soman was first synthesized in 1944 by the German chemist Richard Kuhn. It was the third of a family of related organophosphate or organophosphorus (OP) compounds that were developed for use as chemical warfare agents during World War II (tabun (GA) and sarin (GB) were developed several years earlier). Unlike tabun and sarin, soman was not produced in large quantities or loaded into munitions during World War II due to its late discovery and difficulties associated with scaling up the manufacturing process. After the war, other nations including the United States, United Kingdom, and former Soviet Union were also quick to realize the weaponization potential of OP nerve agents and establish research and development programs of their own. Soman was never mass produced by the United States due to the difficulty and cost of large-scale production as well as concerns over the lack of effective antidotes (compared to tabun and sarin). However, it was manufactured in large quantities and loaded into munitions by the former Soviet Union beginning in the 1960s. In the 1990s, the production, stockpiling, and use of chemical weapons (including soman) by nations were banned by the Chemical Weapons Convention (CWC), an international agreement that entered into force in 1997. The CWC is implemented by the Organisation for the Prohibition of Chemical Weapons (OPCW) and requires the destruction of existing chemical weapons stockpiles. Nearly all of the nations in the world are members of the OPCW, and destruction of existing chemical weapons stockpiles was ongoing at the time of this writing in 2012.
• Uses: Soman is a synthetic nerve agent intended for use in chemical warfare.

Refernces

Semisyntheses, X-Ray Crystal Structures and Tubulin-Binding Properties of 7-Oxodeacetamidocolchicine and 7-Oxodeacetamidoisocolchicine

10.1071/CH9921577

The study investigates the synthesis, structural characterization, and tubulin-binding properties of two ketone derivatives of colchicine, namely 7-oxodeacetamidocolchicine (2) and 7-oxodeacetamidoisocolchicine (3). The researchers converted commercially available (-)-colchicine (1) into these ketones via deacetylcolchiceine (4) as an intermediate. The primary goal was to develop a reliable synthetic route for these compounds, which are of interest due to their potential for enantioselective reduction studies and their biological properties. The study also explores the X-ray crystal structures of compounds (2) and (3) to understand their molecular conformations and how they interact with tubulin. Additionally, the tubulin-binding properties of these ketones were evaluated to assess their potential as antitumor agents. The results showed that while compound (2) exhibited significant inhibitory effects on tubulin polymerization, compound (3) had little effect, highlighting the importance of molecular structure in biological activity.

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