Basic information
- CAS
88343-72-0- Standard SMILES
CS(=O)(=O)CS(=O)(=O)OCCCl- InChIKey
SEHSPJCWCBQHPF-UHFFFAOYSA-N- Molecular formula
- C4H9ClO5S2
- Average molar mass
- 236.7 g/mol
- Monoisotopic mass
- 235.95799307
Overview
Clomesone is the 2-chloroethyl ester of (methylsulfonyl) methanesulfonic acid with potential antineoplastic effects. Acting as a chloroethylating agent, clomesone induces the formation of DNA interstrand crosslinks in some cell lines, and exhibits antitumor activity in some animal models. Alkylating agents exert cytotoxic and, in some cases, chemotherapeutic effects by transferring alkyl groups to DNA, thereby damaging DNA and interfering with DNA synthesis and cell division. (NCI04)
Names & identifiers
- Preferred name
- 2-Chloroethyl 1-(methylsulfonyl)methanesulfonate
- IUPAC
- 2-chloroethyl methylsulfonylmethanesulfonate
- English name
- clomesone
- Molecular formula
- C4H9ClO5S2
- Molecular weight
- 236.695
Names & synonyms
Clomesone88343-72-0Chlorethyl SOSO2-Chloroethyl (methylsulfonyl)methanesulfonateSRI 61552J031W0YZINSC338947DTXSID10236979NSC-33847clomesome2-CMSMSRefChem:577733
Show more names
SRI-6155Clomesone, 10 mM in DMSOMethanesulfonic acid, 1-(methylsulfonyl)-, 2-chloroethyl ester
2-chloroethyl-(methylsulfonyl)methanesulfonateDTXCID901594702-Chloroethyl 1-(methylsulfonyl)methanesulfonate2-chloroethyl methanesulfonylmethanesulfonate2-chloroethyl methylsulfonylmethanesulfonateNSC 338947NSC-338947(Methylsulfonyl)methanesulfonic acid 2-chloroethyl ester
Database identifiers
- CAS
88343-72-0- PubChem CID
- 100651
- DTXSID
DTXSID10236979- ChEMBL
CHEMBL290487- UNII
- 2J031W0YZI
- Nikkaji
- J78.420F
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 94.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 304
Experimental & physicochemical properties
Solubility
Water 4 (mg/mL)
Acetate buffer, pH 4 6 (mg/mL)
Carbonate buffer, pH 9 6 (mg/mL)
0.1 N HCl 4 (mg/mL)
0.1 N Naoh 15 (mg/mL)
Ethanol (95%) 18 (mg/mL)
Stability/Shelf LifeBulk: Clomesone is stable at room temperature in light or dark conditions but is unstable when stored at 50 °C in both light and dark conditions. Solution: The t90 of an aqueous solution is 207 minutes.
Physicochemical properties
- FDA UNII
- 2 J031W0YZI · 2J031W0YZI
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationSubstances that inhibit or prevent the proliferation of NEOPLASMS.
Applications
UsesClomesone (NSC 338947) is a compound with antitumor activity. Clomesone induces the formation of cross-links between DNA strands in cell lines. Clomesone is inactive against most human colorectal cancer solid tumor cell lines in vitro, has no significant activity against mouse tumors in vivo, and is accompanied by bone marrow suppression. Its pharmacokinetic behavior indicates that it cannot reach effective concentrations at the tumor site.
Suppliers6 total
无锡丽恒昇生物医药科技有限公司15250805028 15250805028 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]
Related reactions
2 records
Compound notes
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