Basic information
- CAS
42471-28-3- Standard SMILES
Cc1ncc(CNC(=O)N(CCCl)N=O)c(N)n1- InChIKey
VFEDRRNHLBGPNN-UHFFFAOYSA-N- Molecular formula
- C9H13ClN6O2
- Average molar mass
- 272.69 g/mol
- Monoisotopic mass
- 272.0788514
Overview
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+).
Names & identifiers
- Preferred name
- Nimustine
- IUPAC
- 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-1-(2-chloroethyl)-1-nitrosourea
- English name
- Nimustine
- Molecular formula
- C9H13ClN6O2
- Molecular weight
- 272.69
Names & synonyms
NIMUSTINE42471-28-3NimustinaNimustinumDTXSID0045179NSC-7586750S726V972K1-(4-Amino-2-methyl-5-pyrimidinyl)methyl-3-(2-chloroethyl)-3-nitrosourea3-(4-Amino-2-methyl-5-pyrimidinyl)methyl-1-(2-chloroethyl)-1-nitrosoureaDTXCID8025179CHEBI:752703-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-1-(2-chloroethyl)-1-nitrosourea
Show more names
NITROSOUREANIMUSTINE HCLACNUACNU 50NIFUMICACIDNimustine USP/EP/BPpimustine hydrochloride1,2-DibroMo-3-chloropropane Standard
Urea, N'-((4-amino-2-methyl-5-pyrimidinyl)methyl)-N-(2-chloroethyl)-N-nitroso-1-((4-Amino-2-methylpyrimidin-5-yl)methyl)-3-(2-chloroethyl)-3-nitrosoureaRefChem:165955L01AD06N'-((4-amino-2-methyl-5-pyrimidinyl)methyl)-N-(2-chloroethyl)-N-nitrosourea255-838-1NimustinNimustine [INN]
Database identifiers
- CAS
42471-28-3
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 114 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 292
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LogP0.39
Collision Cross Section
158.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
157.19 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 125 °C · 125°C (rough estimate)
- Boiling point
- 98 °C · 98°C (rough estimate)
- Density
- 1.9048 · 1.9048 (rough estimate)
- refractive index
- 1.579 · 1.5790 (estimate)
- pka
- 9.58 · 9.58±0.46(Predicted)
- form
- solid
- CAS DataBase Reference
- 42471 · 42471-28-3(CAS DataBase Reference)
- FDA UNII
- 0 S726V972K · 0S726V972K
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- rtecs
- YR8450000
- ridadr
- UN 2811 6.1/PG 3
- risk_code
- 25
- hazard_code
- T
- safety_code
- 36/37/39-45
Chemistry & industry
Pharmacology
ATC Code
L - Antineoplastic and immunomodulating agents
QL - Antineoplastic and immunomodulating agents
MeSH Pharmacological ClassificationSubstances that inhibit or prevent the proliferation of NEOPLASMS.
Applications
UsesNimustine is used as an anti-tumor drug.
Upstream & downstream products
Upstream raw materials
Suppliers22 total
LGM Pharma1-(800)-881-8210 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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