4058-91-7

Basic information

• Product Name: 1H-Pyrazole-4-carboxylicacid,5-amino-1-methyl-(9CI)
• Synonyms: 1H-Pyrazole-4-carboxylicacid,5-amino-1-methyl-(9CI);5-Amino-1-methyl-1H-pyrazole-4-carboxylic acid;5-azanyl-1-methyl-pyrazole-4-carboxylic acid;5-AMino-1-Methyl-1H-pyrazole-4-carboxylic acid Methyl ester;5-Amino-4-carboxy-1-methyl-1H-pyrazole;EOS-61807
• CAS NO: 4058-91-7
• Molecular Formula: C₅H₇N₃O₂
• Molecular Weight: 141.129
• Product Categories: AMINOACID
• Mol File: 4058-91-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 371.251 °C at 760 mmHg
• Flash Point: 178.326 °C
• Appearance: /
• Density: 1.56 g/cm³
• Vapor Pressure: 3.61E-06mmHg at 25°C
• Refractive Index: 1.663
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 1H-Pyrazole-4-carboxylicacid,5-amino-1-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxylicacid,5-amino-1-methyl-(9CI)(4058-91-7)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxylicacid,5-amino-1-methyl-(9CI)(4058-91-7)

Safety Data

• Hazardous Substances Data: 4058-91-7(Hazardous Substances Data)

Usage

Description

1H-Pyrazole-4-carboxylic acid, 5-amino-1-methyl-(9CI) is an organic compound with the molecular formula C5H6N4O2. It is a derivative of pyrazole-4-carboxylic acid, featuring an additional amino group at the 5th position and a methyl group at the 1st position. 1H-Pyrazole-4-carboxylicacid,5-amino-1-methyl-(9CI) serves as a key building block in the synthesis of various biologically active molecules, particularly those with potential applications in the pharmaceutical and agrochemical industries.

Uses

Used in Pharmaceutical Industry:
1H-Pyrazole-4-carboxylic acid, 5-amino-1-methyl-(9CI) is used as an intermediate compound for the synthesis of pyrazolopyrimidinone derivatives. These derivatives have demonstrated potential as therapeutic agents, particularly in the treatment of various diseases and disorders. 1H-Pyrazole-4-carboxylicacid,5-amino-1-methyl-(9CI)'s unique structure allows for the development of novel drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
1H-Pyrazole-4-carboxylic acid, 5-amino-1-methyl-(9CI) is used in the preparation of pyrazolopyrimidinone compounds with herbicidal activity. These compounds are valuable in the development of new herbicides, which are essential for effective weed control in agriculture. The herbicidal properties of these compounds make them a promising option for the creation of more efficient and environmentally friendly herbicides.

InChI:InChI=1/C5H7N3O2/c1-8-4(6)3(2-7-8)5(9)10/h2H,6H2,1H3,(H,9,10)

Upstream product

• 5334-41-8 5-amino-4-cyano-1-methylpyrazole 
• 31037-02-2 ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate 

Downstream Products

• 18213-77-9 1-methyl-5-nitro-1H-pyrazole-4-carboxylic acid 
• 1428733-96-3 C₂₄H₂₆N₄O₄ 
• 1023312-89-1 5-amino-1-methyl-1H-pyrazole-4-carboxylic acid (2-methyl-5-(3-trifluoromethyl-benzoylamino)-phenyl)-amide 
• 848770-85-4 5-amino-1-methyl-N-[2-(tritylamino)ethyl]-1H-pyrazole-4-carboxamide 

Relevant articles and documents

Pyrazolopyrimidinone compound and preparation method and application thereof

The invention belongs to the technical field of herbicides and particularly relates to a pyrazolopyrimidinone compound and a preparation method and application thereof. The provided pyrazolopyrimidinone compound shows good herbicidal activity on four tested plants (rape, amaranth, barnyard grass and crab grass) at the dosage of 1,500 gram/hectare, and a compound 4 and a compound 7 achieve the nearly 100% inhibition rate on the four tested plants (rape, amaranth, barnyard grass and crab grass). At the same time, the dosages of the compounds 4 and 7 are reduced for a herbicidal activity test, and the compound 7 still shows great herbicidal activity at the dosage of 93.75 gram/hectare. The pyrazolopyrimidinone compound has a very great application prospect.

PF-04859989 as a template for structure-based drug design: Identification of new pyrazole series of irreversible KAT II inhibitors with improved lipophilic efficiency

The structure-based design, synthesis, and biological evaluation of a new pyrazole series of irreversible KAT II inhibitors are described herein. The modification of the inhibitor scaffold of 1 and 2 from a dihydroquinolinone core to a tetrahydropyrazolopyridinone core led to discovery of a new series of potent KAT II inhibitors with excellent physicochemical properties. Compound 20 is the most potent and lipophilically efficient of these new pyrazole analogs, with a kinact/Ki value of 112,000 M-1 s -1 and lipophilic efficiency (LipE) of 8.53. The X-ray crystal structure of 20 with KAT II demonstrates key features that contribute to this remarkable potency and binding efficiency.

Novel protoporphyrinogen oxidase inhibitors: 3H-pyrazolo[3,4-d][1,2,3] triazin-4-one derivatives

A series of 3H-pyrazolo[3,4-d][1,2,3]triazin-4-one derivatives were synthesized as candidate herbicides by diazotization of different 5(3)-amino-N-phenyl-1H-pyrazole-4-carboxamide derivatives prepared by the reaction of substituted 5(3)-amino-pyrazole-4-carbonyl chloride with a substituted aniline. Their structures were identified by 1H NMR and elemental analyses. The isomers D and E were isolated, and their structures were identified by two-dimensional NMR analyses (heteronuclear single quantum coherence and heteronuclear multiple-bond correlation) and single-crystal X-ray diffraction analysis. The bioassay results showed that some of the title compounds exhibited both excellent herbicidal activity at a dose of 93.75 g/ha and strong inhibition against protoporphyrinogen oxidase activity in vitro. The structure-activity relationship showed that D16 possessed the highest activities both in vivo and in vitro when the N-substituted group of the pyrazole ring was allyl and the N-substituted group of benzooxazinone was propargyl.