CAS 56239-24-8

N-(2-Chloroethyl)-N′-(trans-4-hydroxycyclohexyl)-N-nitrosourea

Description:

N-(2-Chloroethyl)-N′-(trans-4-hydroxycyclohexyl)-N-nitrosourea, commonly referred to as chloroethyl nitrosourea (CENU), is a synthetic organic compound known for its role in cancer research and chemotherapy. It belongs to the class of nitrosoureas, which are characterized by their ability to alkylate DNA, leading to cell death, particularly in rapidly dividing cells. This compound features a chloroethyl group that enhances its reactivity, allowing it to form covalent bonds with nucleophilic sites in DNA. The presence of the trans-4-hydroxycyclohexyl moiety contributes to its structural complexity and may influence its pharmacological properties. CENU is typically used in experimental settings to study its effects on tumor cells and to evaluate its potential as an antitumor agent. However, due to its reactivity and potential toxicity, handling requires caution, and it is subject to regulations regarding hazardous substances. Its mechanism of action and efficacy continue to be subjects of research in the field of oncology.

Formula: C₉H₁₆ClN₃O₃

InChI: InChI=1/C9H16ClN3O3/c10-5-6-13(12-16)9(15)11-7-1-3-8(14)4-2-7/h7-8,14H,1-6H2,(H,11,15)

InChI key: InChIKey=BTNKSMIZKSHDNT-ZKCHVHJHNA-N

SMILES: N(C(N(CCCl)N=O)=O)[C@H]1CC[C@H](O)CC1

Synonyms:

• NSC 239717
• Urea, N-(2-chloroethyl)-N′-(trans-4-hydroxycyclohexyl)-N-nitroso-
• N-(2-Chloroethyl)-N′-(trans-4-hydroxycyclohexyl)-N-nitrosourea
• 1-(2-Chloroethyl)-3-(trans-4-hydroxycyclohexyl)-1-nitrosourea
• Urea, N-(2-chloroethyl)-N′-(4-hydroxycyclohexyl)-N-nitroso-, trans-
• Lomustine trans-4-Hydroxy Impurity
• 1-(2-Chloroethyl)-3-(4β-hydroxycyclohexan-1α-yl)-1-nitrosourea
• 4-hydroxylomustine
• trans-4-OH CCNU

trans-4’-Hydroxy CCNU Lomustine-d4

CAS: 56239-24-8

Formula: C₉H₁₂D₄ClN₃O₃

Color and Shape: White To Off-White Solid

Molecular weight: 253.72

Ref: 4Z-L-114005

trans-4’-Hydroxy CCNU Lomustine

CAS: 56239-24-8

Formula: C₉H₁₆ClN₃O₃

Color and Shape: White To Off-White Solid

Molecular weight: 249.70

Ref: 4Z-L-114004

trans-4-Hydroxy-lomustine

Controlled Product

CAS: 56239-24-8

Applications trans-4-Hydroxy-lomustine is an impurity of lomustine (L469440) which is a chloroethylnitrosourea derivative with antitumor activity. Lomustine is similar to carmustine, chlorozotocin, nimustine, and ranimustine.
References Johnston, T.P., et al.: J. Med. Chem., 9, 892 (1966); Oliverio, V.T., et al.: Cancer Res., 30, 1330 (1970); Thompson, G.R., et al.: Toxicol. Appl. Pharmacol., 21, 405 (1972); Al-Shammary, F.J., et al.: Anal. Profiles Drug Subs., 19, 315 (1990)

Formula: C₉H₁₆ClN₃O₃

Color and Shape: Neat

Molecular weight: 249.69

Ref: TR-H942995

trans-4-Hydroxy-lomustine-d10

Controlled Product

CAS: 56239-24-8

Formula: C₉D₉H₇ClN₃O₃

Color and Shape: Neat

Molecular weight: 258.75

Ref: TR-H942997

trans-4’-Hydroxy CCNU Lomustine

CAS: 56239-24-8

Formula: C₉H₁₆ClN₃O₃

Molecular weight: 249.70

Ref: ST-EA-CP-L25059