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Nimustine

Nimustine structure

CAS No:
42471-28-3
Formula:
C9H13ClN6O2
Chemical Name:
Nimustine
Synonyms:
Urea,N′-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-(2-chloroethyl)-N-nitroso-;N′-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-N-(2-chloroethyl)-N-nitrosourea;Nimustine;NSC 245382;1-(4-Amino-2-methyl-5-pyrimidinyl)methyl-3-(2-chloroethyl)-3-nitrosourea
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

ChEBI: An organochlorine compound that is urea in which the two hydrogens on one of the amino groups are replaced by nitroso and 2-chloroethyl groups and one hydrogen from the other amino group is replaced by a 4-amino-2-methylpyrimidin-5-ylmethyl] group. An anti eoplastic agent especially effective against malignant brain tumors.

Nimustine is an organochlorine compound that is urea in which the two hydrogens on one of the amino groups are replaced by nitroso and 2-chloroethyl groups and one hydrogen from the other amino group is replaced by a 4-amino-2-methylpyrimidin-5-ylmethyl] group. An antineoplastic agent especially effective against malignant brain tumors. It has a role as an alkylating agent and an antineoplastic agent. It is an organochlorine compound, an aminopyrimidine and a member of N-nitrosoureas. It is a conjugate base of a nimustine(1+).|Nimustine has been used in trials studying the treatment of Glioblastoma.|Nimustine is a nitrosourea with antineoplastic activity. Nimustine alkylates and crosslinks DNA, thereby causing DNA fragmentation, inhibition of protein synthesis, and cell death. (NCI05)|Antineoplastic agent especially effective against malignant brain tumors. The resistance which brain tumor cells acquire to the initial effectiveness of this drug can be partially overcome by the simultaneous use of membrane-modifying agents such as reserpine, calcium antagonists such as nicardipine or verapamil, or the calmodulin inhibitor, trifluoperazine. The drug has also been used in combination with other antineoplastic agents or with radiotherapy for the treatment of various neoplasms.

Nimustine Basic Attributes

Molecular Weight：

272.69

Exact Mass：

272.69

EC Number：

255-838-1

UNII：

0S726V972K

NSC Number：

758675

DSSTox ID：

DTXSID0045179

NCI Thesaurus Code：

C693

ATC Code：

L - Antineoplastic and immunomodulating agents

HScode：

2933599090

Characteristics

PSA：

114

XLogP3：

1.77110

Appearance：

solid

Density：

1.52g/cm3

Melting Point：

125 °C (decomp)

Collision Cross Section：

158.9 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

UN 2811 6.1/PG 3

wgk germany：

hazard class code：

safety instructions：

36/37/39-45

RTECS Number：

YR8450000

Marks：

Drug Information

MeSH：

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

MeSH Entry Terms：

ACNU

Nimustine Use and Manufacturing

Used as an antitumor drug

Computed Properties

Molecular Weight:272.69
XLogP3:0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:272.0788514
Monoisotopic Mass:272.0788514
Topological Polar Surface Area:114
Heavy Atom Count:18
Complexity:292
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes