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Details

Stereochemistry ACHIRAL
Molecular Formula C9H16ClN3O2
Molecular Weight 233.695
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOMUSTINE

SMILES

ClCCN(N=O)C(=O)NC1CCCCC1

InChI

InChIKey=GQYIWUVLTXOXAJ-UHFFFAOYSA-N
InChI=1S/C9H16ClN3O2/c10-6-7-13(12-15)9(14)11-8-4-2-1-3-5-8/h8H,1-7H2,(H,11,14)

HIDE SMILES / InChI

Description

Lomustine is used in the treatment of certain neoplastic diseases. Although it is generally agreed that lomustine alkylates DNA and RNA, it is not cross resistant with other alkylators. As with other nitrosoureas, it may also inhibit several key enzymatic processes by carbamoylation of amino acids in proteins. Common adverse reactions include delayed myelosupression, nausea, vomiting, stomatitis, and alopecia.

CNS Activity

Originator

Approval Year

1976
89
Targets

Targets

Primary TargetPharmacologyConditionPotency
Binding Agent
915
Brain Neoplasms
Crosslinking Agent
67
Brain Neoplasms
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
RNA
DNA
Approved
7892
GLEOSTINE
Primary
RNA
DNA
Approved
7892
GLEOSTINE
Approved (off-label)
8
PubMed

PubMed

TitleDatePubMed
Patents

Patents

JP2003529540A
45
JP2005519871A
25
JP2006528196A
37
JP2008519861A
29
JP2009513567A
59
JP2010506837A
73
JP2011519819A
8
JP2011522802A
28
JP2011524416A
126
JP4787165B2
92

Sample Use Guides

In Vivo Use Guide
Recommended dose in adult and pediatric patients is 130 mg/m2 orally every 6 weeks.
Route of Administration: Oral
In Vitro Use Guide
Alkylation of the nuclear matrix by Lomustine was 1.27 pmoles drug/micrograms protein, whereas carbamoylation by Lomustine was 32.5 pmoles/micrograms.
Name Type Language
LOMUSTINE
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
1-(2-CHLOROETHYL)-3-CYCLOHEXYL-1-NITROSOUREA [IARC]
Common Name English
1-(2-CHLOROETHYL)-3-CYCLOHEXYL-1-NITROSOUREA
Systematic Name English
LOMUSTINE [HSDB]
Common Name English
LOMUSTINE [WHO-DD]
Common Name English
CEENU
Brand Name English
CCN-U
Code English
LOMUSTINE [MART.]
Common Name English
CCNU
Code English
LOMUSTINE [VANDF]
Common Name English
UREA, N-(2-CHLOROETHYL)-N'-CYCLOHEXYL-N-NITROSO-
Systematic Name English
LOMUSTINE [EP]
Common Name English
LOMUSTINE [USP-RS]
Common Name English
LOMUSTINE [ORANGE BOOK]
Common Name English
NSC-79037
Code English
LOMUSTINE [USAN]
Common Name English
LOMUSTINE [MI]
Common Name English
LOMUSTINE [INN]
Common Name English
Classification Tree Code System Code
LIVERTOX 566
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
NCI_THESAURUS C699
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
NDF-RT N0000000236
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
WHO-VATC QL01AD02
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
WHO-ATC L01AD02
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
NDF-RT N0000175558
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
Code System Code Type Description
EVMPD
SUB08567MIG
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
CAS
13010-47-4
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
MERCK INDEX
M6891
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY Merck Index
PUBCHEM
3950
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
EPA CompTox
13010-47-4
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
RXCUI
6466
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY RxNorm
HSDB
13010-47-4
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
WIKIPEDIA
LOMUSTINE
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
MESH
D008130
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
IUPHAR
7214
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
NCI_THESAURUS
C617
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
DRUG BANK
DB01206
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
ECHA (EC/EINECS)
235-859-2
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
INN
3184
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
ChEMBL
CHEMBL514
Created by admin on Tue Oct 22 00:33:23 UTC 2019 , Edited by admin on Tue Oct 22 00:33:23 UTC 2019
PRIMARY
ACTIVE MOIETY
Structure of LOMUSTINE
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
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