5-Amino-3-methyl-1-phenylpyrazole - 97% , CAS No.1131-18-6

CAS: 1131-18-6 Cat. No.: A470142 Molecular Weight: 173.21 Beilstein Registry Number: 24(1)191 EC Number: 214-463-3

Synonyms

5-methyl-2-phenylpyrazol-3-amine | 5-methyl-2-phenyl-pyrazol-3-amine;5-Amino-3-methyl-1-phenylpyrazole | ChemDiv2_000805 | NCGC00255781-01 | DTXCID4024517 | MFCD00020727 | Pyrazole, 5-amino-3-methyl-1-phenyl- | 5-(dimethylamino)-1-naphthalenesulfonic acid

Storage

Room temperature

Overview

Description

5-Amino-3-methyl-1-phenylpyrazole is an aminopyrazole derivative. It reacts with 6-methyl-4-oxo-4H-[1]-benzopyran-3-carboxaldehyde to yield 5-(2-hydroxy-5-methylbenzoyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine and 2-methoxy-6-methyl-3-(3-methyl-1-phenylpyrazol-5-ylaminomethylene)chroman-4-one.5-Amino-3-methyl-1-phenylpyrazole may be used to synthesize:substituted pyrazolespyrazolopyridine derivativespyrazolo[3,4,-b]pyridines

Specifications

Synonyms

5-methyl-2-phenylpyrazol-3-amine | 5-methyl-2-phenyl-pyrazol-3-amine;5-Amino-3-methyl-1-phenylpyrazole | ChemDiv2_000805 | NCGC00255781-01 | DTXCID4024517 | MFCD00020727 | Pyrazole, 5-amino-3-methyl-1-phenyl- | 5-(dimethylamino)-1-naphthalenesulfonic acid

Specifications & Purity

97%

Storage

Room temperature

Names and Identifiers

• Canonical Smiles: CC1=NN(C(=C1)N)C2=CC=CC=C2
• IUPAC Name: 5-methyl-2-phenylpyrazol-3-amine
• InChIKey: FMKMKBLHMONXJM-UHFFFAOYSA-N
• INCHI: 1S/C10H11N3/c1-8-7-10(11)13(12-8)9-5-3-2-4-6-9/h2-7H,11H2,1H3
• Isomeric SMILES: CC1=NN(C(=C1)N)C2=CC=CC=C2
• WGK Germany: 3
• RTECS: UQ4990000
• Molecular Weight: 173.21
• Beilstein: 24(1)191
• Reaxy-Rn: 140666
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=140666&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Pyrazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Pyrazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrazoles
• Alternative Parents: Benzene and substituted derivatives Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenylpyrazole - Benzenoid - Monocyclic benzene moiety - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
• 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

Associated Targets(Human)

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

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

CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

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

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

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

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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

Associated Targets(non-human)

Mapk1 MAP kinase ERK2 (650 Activities)

Discover Target: Mapk1

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

Plasmodium falciparum (966862 Activities)

Explore this target

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

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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

NS1 Nonstructural protein 1 (33327 Activities)

Discover Target: NS1

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

Mechanisms of Action

Chemical and Physical Properties

• Boil Point(°C): 333°C
• Melt Point(°C): 114-117°C
• Molecular Weight: 173.210 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 173.095 Da
• Monoisotopic Mass: 173.095 Da
• Topological Polar Surface Area: 43.800 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 166.000
• 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. Jinyi Liu, Yuxuan Zhang, Haojie Yu, Li Wang, Sergey Z. Vatsadze, Dingning Chen, Chenguang Ouyang.  (2023)  Ferrocene-based pyrazole energetic compounds as burning rate catalysts for the thermal decomposition of ammonium perchlorate.  APPLIED ORGANOMETALLIC CHEMISTRY,  37  (12): (e7292).  [PMID:] [10.1002/aoc.7292]