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Nitrosourea information


Nitrosourea
Skeletal formula of a minor tautomer of nitrosourea
Skeletal formula of a minor tautomer of nitrosourea
Ball and stick model a minor tautomer of nitrosourea
Ball and stick model a minor tautomer of nitrosourea
Names
IUPAC name
Nitrosourea
Identifiers
CAS Number
  • 13010-20-3 checkY
3D model (JSmol)
  • Interactive image
  • Interactive image
ChemSpider
  • 94772 checkY
PubChem CID
  • 105035
UNII
  • S0W1V6314Y checkY
CompTox Dashboard (EPA)
  • DTXSID80156337 Edit this at Wikidata
InChI
  • InChI=1S/CH3N3O2/c2-1(5)3-4-6/h(H3,2,3,5,6) checkY
    Key: OSTGTTZJOCZWJG-UHFFFAOYSA-N checkY
SMILES
  • NC(=O)N=NO
  • C(=O)(N)NN=O
Properties
Chemical formula
CH3N3O2
Molar mass 89.054 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Nitrosourea is both the name of a molecule, and a class of compounds that include a nitroso (R-NO) group and a urea.

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Nitrosourea

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Nitrosourea is both the name of a molecule, and a class of compounds that include a nitroso (R-NO) group and a urea. Examples include:...

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IARC group 2A

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hydrochloride ortho-Anisidine hydrochloride Azacitidine BCNU (Bischloroethyl nitrosourea) 2-Bromopropane Captafol Chloral Chloral hydrate Chloramphenicol α-Chlorinated...

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Carmustine

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medication used mainly for chemotherapy. It is a nitrogen mustard β-chloro-nitrosourea compound used as an alkylating agent. Carmustine is an orange-yellow...

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Lomustine

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original brand name CeeNU, now marketed as Gleostine) is an alkylating nitrosourea compound used in chemotherapy. It is closely related to semustine and...

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ENU

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ENU, also known as N-ethyl-N-nitrosourea (chemical formula C3H7N3O2), is a highly potent mutagen. For a given gene in mice, ENU can induce 1 new mutation...

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Semustine

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(1- (2-Chloroethyl)-3-(trans-4-methylcyclohexyl)- 1-nitrosourea, MeCCNU) is an alkylating nitrosourea compound used in chemotherapy treatment of various...

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Streptozotocin

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mice. Streptozotocin is a glucosamine-nitrosourea compound. As with other alkylating agents in the nitrosourea class, it is toxic to cells by causing...

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Retinyl acetate

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"Retinyl acetate inhibits mammary carcinogenesis induced by N-methyl-N-nitrosourea". Nature. 267 (5612): 620–1. Bibcode:1977Natur.267..620M. doi:10.1038/267620a0...

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Sturamustine

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dehydroepiandrosterone (DHEA) 17β-N-(2-chloroethyl)-N-nitrosourea, is a synthetic androstane steroid and a C17β nitrosourea conjugate of dehydroepiandrosterone (DHEA)...

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Phenotype

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experiment involved the progeny of mice treated with ENU, or N-ethyl-N-nitrosourea, which is a potent mutagen that causes point mutations. The mice were...

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Chemotherapy

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of drug. The subtypes of alkylating agents are the nitrogen mustards, nitrosoureas, tetrazines, aziridines, cisplatins and derivatives, and non-classical...

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Forward genetics

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considerably easier. Another chemical such as ENU, also known as N-ethyl-N-nitrosourea works similarly to EMS. ENU also induces random point mutations where...

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IARC group 1 Carcinogens

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Polychlorinated biphenyls Semustine [1-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea, Methyl-CCNU] Silica dust, crystalline, in the form of quartz or cristobalite...

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Mutation

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(e.g., Bromodeoxyuridine (BrdU)) Alkylating agents (e.g., N-ethyl-N-nitrosourea (ENU). These agents can mutate both replicating and non-replicating DNA...

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Myelodysplastic syndrome

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MDS after exposure to radiation or alkylating agents such as busulfan, nitrosourea, or procarbazine, typically occurs 3–7 years after exposure and frequently...

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History of cancer chemotherapy

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led by John Montgomery at the Southern Research Institute, synthesized nitrosoureas, an alkylating agent which cross-links DNA. Fludarabine phosphate, a...

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Diazomethane

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microfluidics, in which continuous point-of-use synthesis from N-methyl-N-nitrosourea and 0.93 M potassium hydroxide in water was followed by point-of-use...

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Hydroxycarbamide

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Chlorambucil# Melphalan (Melphalan flufenamide) Prednimustine Uramustine Nitrosoureas: Carmustine Fotemustine Lomustine (Semustine) Nimustine Ranimustine Streptozocin...

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Abemaciclib

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Chlorambucil# Melphalan (Melphalan flufenamide) Prednimustine Uramustine Nitrosoureas: Carmustine Fotemustine Lomustine (Semustine) Nimustine Ranimustine Streptozocin...

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Diazald

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the synthesis of diazomethane, compared to reagents like N-methyl-N-nitrosourea and N-methyl-N'-nitro-N-nitrosoguanidine, which are less thermally stable...

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Celecoxib

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Chlorambucil# Melphalan (Melphalan flufenamide) Prednimustine Uramustine Nitrosoureas: Carmustine Fotemustine Lomustine (Semustine) Nimustine Ranimustine Streptozocin...

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Methotrexate

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Chlorambucil# Melphalan (Melphalan flufenamide) Prednimustine Uramustine Nitrosoureas: Carmustine Fotemustine Lomustine (Semustine) Nimustine Ranimustine Streptozocin...

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Malignancy

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are "nitrogen mustards, oxazaphosphorines, alkyl alkane, sulphonates, nitrosoureas, tetrazines and aziridines." Malignancy has been a constant global health...

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List of androgen esters

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Androstenediol 17β-acetate Androstenediol diacetate Sturamustine is a nitrosourea ester of dehydroepiandrosterone (DHEA) that was developed as a cytostatic...

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