1-Ethyl-1-nitrosourea（ENU） , CAS No.759-73-9

CAS: 759-73-9 Cat. No.: N136865 Molecular Weight: 117.11 EC Number: 212-072-2

Synonyms

DTXCID20593 | ENU | SCHEMBL77485 | Urea, N-ethyl-N-nitroso- | N-Ethyl-N-nitrosourea | N-Ethyl-N-nitroso-urea | Ethyl nitrosourea | ETHYL-1-NITROSOUREA, 1- | NSC 45403 | UNII-P8M1T4190R | 1-Ethyl-1-nitrosomocovina | BRN 1761174 | EN300-206286 | NE-Urea | N

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

N-Nitroso-N-ethylurea is a precursor of Diazoethane with alkylating, carcinogenic, and mutagenic properties.
A precursor of Diazoethane

Specifications

Synonyms

DTXCID20593 | ENU | SCHEMBL77485 | Urea, N-ethyl-N-nitroso- | N-Ethyl-N-nitrosourea | N-Ethyl-N-nitroso-urea | Ethyl nitrosourea | ETHYL-1-NITROSOUREA, 1- | NSC 45403 | UNII-P8M1T4190R | 1-Ethyl-1-nitrosomocovina | BRN 1761174 | EN300-206286 | NE-Urea | N

Biochemical and Physiological Mechanisms

DNA alkylating agent that is carcinogenic in many animal species. Induces benign and malignant tumors of numerous types, including the nervous tissue, stomach, esophagus, pancreas, respiratory tract, intestine, lymphoreticular tissues, skin, and kidney.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Names and Identifiers

• Pubchem Sid: 488181758
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181758
• Canonical Smiles: CCN(C(=O)N)N=O
• IUPAC Name: 1-ethyl-1-nitrosourea
• InChIKey: FUSGACRLAFQQRL-UHFFFAOYSA-N
• INCHI: 1S/C3H7N3O2/c1-2-6(5-8)3(4)7/h2H2,1H3,(H2,4,7)
• Isomeric SMILES: CCN(C(=O)N)N=O
• WGK Germany: 3
• RTECS: YT3150000
• UN Number: 2811
• Packing Group: I
• Molecular Weight: 117.11
• Reaxy-Rn: 1761174
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1761174&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic carbonic acids and derivatives
      • Subclass Ureas

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic carbonic acids and derivatives
• Subclass: Ureas
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrosoureas
• Alternative Parents: Semicarbazides Nitrosamides Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Nitrosourea - Nitrosamide - Semicarbazide - Organic n-nitroso compound - Organic nitroso compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrosoureas. These are 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.
• External Descriptors: N-nitrosoureas

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CXCL8 Tchem Interleukin-8 (642 Activities)

Discover Target: CXCL8

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

lef Anthrax lethal factor (7585 Activities)

Discover Target: lef

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO - 50 mg in 0.5 ml DMSO gives a clear yellow solution and with a few small insoluble particles
• Molecular Weight: 117.110 g/mol
• XLogP3: 0.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 117.054 Da
• Monoisotopic Mass: 117.054 Da
• Topological Polar Surface Area: 75.800 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 103.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Min Wu, Mengmeng Jin, Xiaohui Cao, Kun Qian, Lei Zhao.  (2021)  RNA editing enzyme adenosine deaminases acting on RNA 1 deficiency increases the sensitivity of non-small cell lung cancer cells to anlotinib by regulating CX3CR1-fractalkine expression.  DRUG DEVELOPMENT RESEARCH,  83  (2): (328-338).  [PMID:34319598] [10.1002/ddr.21861]