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Spiromustine

Spiromustine structure

CAS No:
56605-16-4
Formula:
C14H23Cl2N3O2
Chemical Name:
Spiromustine
Synonyms:
1,3-Diazaspiro[4.5]decane-2,4-dione,3-[2-[bis(2-chloroethyl)amino]ethyl]-;3-[2-[Bis(2-chloroethyl)amino]ethyl]-1,3-diazaspiro[4.5]decane-2,4-dione;3-[2-[Bis(2-chloroethyl)amino]ethyl]-5,5-pentamethylenehydantoin;Spirohydantoin mustard;Spiromustine;NSC 172112;SHM;NSC 268497;NCI 172112
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

NCI172112 is a classical bifunctional alkylating agent synthesized in an effort to develop antitumor agents effective against CNS tumors.

Spiromustine is a bifunctional nitrogen alkylating agent with antineoplastic activity and lipophilic properties. Containing a lipophilic hydantoin group that serves as a carrier to cross the blood brain barrier, spiromustine forms covalent linkages with nucleophilic centers in DNA, causing depurination, base-pair miscoding, strand scission, and DNA-DNA cross-linking, which may result in cytotoxicity. (NCI04)

Spiromustine Basic Attributes

Molecular Weight：

336.257

Exact Mass：

336.26

UNII：

J3HB83X76Z

NSC Number：

172112

DSSTox ID：

DTXSID20205171

NCI Thesaurus Code：

C1233

Characteristics

PSA：

52.6

XLogP3：

2.28740

Density：

1.29g/cm3

Melting Point：

125.5°C

Refractive Index：

1.56

Drug Information

MeSH Entry Terms：

NSC 172112

Spiromustine Use and Manufacturing

Antineoplastic.

Computed Properties

Molecular Weight:336.3
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:7
Exact Mass:335.1167324
Monoisotopic Mass:335.1167324
Topological Polar Surface Area:52.6
Heavy Atom Count:21
Complexity:380
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes