Classification Term: 2306

Nitrosoureas (ontology term: CHEMONTID:0001229)

Compounds containing a nitro group and an urea group N-N linked together, with the general structure R1N(R2)C(=O)N(R3)N=O." []

found 13 associated metabolites at category metabolite taxonomy ontology rank level.

Ancestor: Ureas

Child Taxonomies: N-methylnitrosoureas, Chloroethylnitrosoureas

Carmustine

1,3-Bis(2-chloroethyl)-1-nitrosourea

C5H9Cl2N3O2 (213.0071794)


Carmustine is a cell-cycle phase nonspecific alkylating antineoplastic agent. It is used in the treatment of brain tumors and various other malignant neoplasms. (From Martindale, The Extra Pharmacopoeia, 30th ed, p462) This substance may reasonably be anticipated to be a carcinogen according to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985). (From Merck Index, 11th ed). L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01A - Alkylating agents > L01AD - Nitrosoureas C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent Isolated from the common clam Mercenaria mercenaria and from Mercenaria campechiensis D009676 - Noxae > D000477 - Alkylating Agents D000970 - Antineoplastic Agents

   

Lomustine

1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea

C9H16ClN3O2 (233.09309860000002)


Lomustine is only found in individuals that have used or taken this drug. It is an alkylating agent of value against both hematologic malignancies and solid tumors. [PubChem]Lomustine is a highly lipophilic nitrosourea compound which undergoes hydrolysis in vivo to form reactive metabolites. These metabolites cause alkylation and cross-linking of DNA (at the O6 position of guanine-containing bases) and RNA, thus inducing cytotoxicity. Other biologic effects include inhibition of DNA synthesis and some cell cycle phase specificity. Nitrosureas generally lack cross-resistance with other alkylating agents. As lomustine is a nitrosurea, it may also inhibit several key processes such as carbamoylation and modification of cellular proteins. L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01A - Alkylating agents > L01AD - Nitrosoureas C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent D009676 - Noxae > D000477 - Alkylating Agents D000970 - Antineoplastic Agents

   

semustine

1-(2-Chloroethyl)-1-([(4-methylcyclohexyl)amino]carbonyl)-2-oxohydrazine

C10H18ClN3O2 (247.1087478)


L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01A - Alkylating agents > L01AD - Nitrosoureas C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent D009676 - Noxae > D000477 - Alkylating Agents D000970 - Antineoplastic Agents

   

1-Ethyl-1-nitrosourea

N-(C-hydroxycarbonimidoyl)-N-nitrosoethan-1-amine

C3H7N3O2 (117.0538242)


D009676 - Noxae > D000477 - Alkylating Agents

   

1-(2-Chloroethyl)-1-nitrosourea

1-(2-Chloroethyl)-1-nitrosourea

C3H6ClN3O2 (151.0148526)


   

1-Butyl-1-nitrosourea

Urea,N-butyl-N-nitroso-

C5H11N3O2 (145.0851226)


D009676 - Noxae > D002273 - Carcinogens

   

Cystemustine

N-(2-chloroethyl)-N-(2-(methylsulfonyl)ethyl)-n-nitrosourea

C6H12ClN3O4S (257.0237022)


C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent D000970 - Antineoplastic Agents

   

Elmustine

1-(2-Chloroethyl)-1-nitroso-3-(2-hydroxyethyl)urea

C5H10ClN3O3 (195.041066)


C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent D009676 - Noxae > D009153 - Mutagens

   

n-ethyl-n'-nitrosourea

n-ethyl-n-nitrosourea

C3H7N3O2 (117.0538242)


   

N-Propyl-N-nitrosourea

N-Nitroso-N-propylurea

C4H9N3O2 (131.06947340000002)


D009676 - Noxae > D002273 - Carcinogens D009676 - Noxae > D009153 - Mutagens

   

Nitrosourea

N-(Hydroxyimino)carbamimidate

CH3N3O2 (89.0225258)


   
   

Tauromustine

N-(2-Chloroethyl)-2-(dimethylsulphamoyl)-N-nitrosoethane-1-carbamimidic acid

C7H15ClN4O4S (286.05025)