Trimethoprim 3-oxide , CAS No.27653-67-4

CAS: 27653-67-4 Cat. No.: T651207 Fórmula: C₁₄H₁₈N₄O₄ Peso molecular: 306.32 PubChem CID: 23278278

Synonyms

2,4-diamino-5-(3,4,5-trimethoxy-benzyl)pyrimidine-3-oxide | Trimethoprim 3-oxide | 3-hydroxy-2-imino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-4-amine | 6-Amino-2-imino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-1(2H)-ol | UNII-NVW7CIX03F | 3-NO-Trimet

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Trimethoprim 3-oxide (Trimethoprim 3-N-oxide) is the primary metabolite of trimethoprim.

In Vitro

Trimethoprim 3-oxide is the primary metabolite of trimethoprim. Trimethoprim 3-oxide (3-NO-TMP) is converted from trimethoprim by CYP1A1 and CYP1B1 with highest rates in human liver microsomes (HLMs). The CYP1A inhibitor α-Naphthoflavone inhibits Trimethoprim 3-oxide formation, however, other competitive P450 inhibitors has no obvious inhibition on the formation. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Sinónimos

2,4-diamino-5-(3,4,5-trimethoxy-benzyl)pyrimidine-3-oxide | Trimethoprim 3-oxide | 3-hydroxy-2-imino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-4-amine | 6-Amino-2-imino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-1(2H)-ol | UNII-NVW7CIX03F | 3-NO-Trimet

Mecanismos bioquímicos y fisiológicos

Trimethoprim 3-oxide (Trimethoprim 3-N-oxide) is the primary metabolite of trimethoprim.

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

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Nombres e identificadores

Sonrisas canónicas

COC1=CC(=CC(=C1OC)OC)CC2=C(N(C(=N)N=C2)O)N

IUPAC Name

3-hydroxy-2-imino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-4-amine

InChIKey

YQVPBGLBUGARPD-UHFFFAOYSA-N

INCHI

1S/C14H18N4O4/c1-20-10-5-8(6-11(21-2)12(10)22-3)4-9-7-17-14(16)18(19)13(9)15/h5-7,16,19H,4,15H2,1-3H3

Isómeros SMILES

COC1=CC(=CC(=C1OC)OC)CC2=C(N(C(=N)N=C2)O)N

CAS alternativo

27653-67-4

PubChem CID

23278278

Peso molecular

306.32

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Phenol ethers
      • Subclass Anisoles

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Phenol ethers
• Subclass: Anisoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Anisoles
• Alternative Parents: Phenoxy compounds Methoxybenzenes Aminopyrimidines and derivatives Alkyl aryl ethers Hydropyrimidines Heteroaromatic compounds Azacyclic compounds Primary amines Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenoxy compound - Anisole - Methoxybenzene - Alkyl aryl ether - Aminopyrimidine - Monocyclic benzene moiety - Hydropyrimidine - Pyrimidine - Heteroaromatic compound - Azacycle - Ether - Organoheterocyclic compound - Primary amine - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Amine - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
• External Descriptors: Not available

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

Propiedades químicas y físicas

• Peso molecular: 306.320 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 306.133 Da
• Monoisotopic Mass: 306.133 Da
• Topological Polar Surface Area: 113.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 465.000
• 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