1192-21-8

Basic information

• Product Name: 1-Methyl-1H-pyrazol-5-ylamine
• Synonyms: 1-Methyl-1H-pyrazol-5-ylamine ,97%;1-Methyl-5-amino-1H-pyrazole;5-Amino-1-methyl-1H-pyrazole 97%;1-Methyl-1H-pyrazol-5-amine, 2-Methyl-2H-pyrazol-3-amine;NSC 76510;1-Methylpyrazol-5-ylaMine;2-Methyl-3-aMino-pyrazole;5-Amino-1-methylpyrazole, >=97%
• CAS NO: 1192-21-8
• Molecular Formula: C₄H₇N₃
• Molecular Weight: 97.12
• EINECS: 1592732-453-0
• Product Categories: Amines;Azoles;blocks;Pyrazole series;Pyrazole;Nucleotides and Nucleosides;Heterocyclic;Nucleotide
• Mol File: 1192-21-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 73 °C
• Boiling Point: 95-96°C (0.5 mmHg)
• Flash Point: 93.756 °C
• Appearance: white to light yellow crystal powder
• Density: 1.22 g/cm³
• Vapor Pressure: 0.062mmHg at 25°C
• Refractive Index: 1.601
• Storage Temp.: 2-8°C(protect from light)
• Solubility: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slig
• PKA: 4.16±0.10(Predicted)
• CAS DataBase Reference: 1-Methyl-1H-pyrazol-5-ylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-1H-pyrazol-5-ylamine(1192-21-8)
• EPA Substance Registry System: 1-Methyl-1H-pyrazol-5-ylamine(1192-21-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39
• RIDADR: 2811
• HazardClass: IRRITANT
• Hazardous Substances Data: 1192-21-8(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

An interesting synthetic intermediate

InChI:InChI=1/C4H7N3/c1-7-3-2-4(5)6-7/h2-3H,1H3,(H2,5,6)

Upstream product

• 54210-33-2 1-methyl-5-nitropyrazole 
• 50-00-0 formaldehyd 
• 107-13-1 acrylonitrile 
• 31037-02-2 ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate 
• 6162-76-1 cyanoacetaldehyde 
• 60-34-4 methylhydrazine 
• 1225387-53-0 3⁽⁵⁾-aminopyrazole 
• 74-88-4 methyl iodide 
• 871-29-4 trans-β-chloroacrylonitrile 
• 128315-64-0 1-Methylaminopyrazole 
• 5334-41-8 5-amino-4-cyano-1-methylpyrazole 
• 60838-50-8 3-methoxy-2-propenenitrile 

Downstream Products

• 112331-40-5 N-(1-methylpyrazol-5-yl)benzamide 
• 168976-57-6 2-Ethyl-5-methyl-4-nitro-2H-pyrazole-3-carboxylic acid (2-methyl-2H-pyrazol-3-yl)-amide 
• 183988-36-5 2-Chloro-N-(2-methyl-2H-pyrazol-3-yl)-acetamide 
• 37801-57-3 4-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 57861-03-7 2-((1-methyl-1H-pyrazol-5-yl)amino)benzoic acid 
• 861905-50-2 3-fluoro-5-iodo-4-methyl-N-(1-methyl-1H-pyrazol-5-yl)benzamide 
• 1033751-22-2 N-(2,2-dimethylpropyl)-6-(3-fluoro-2-methyl-5-{[(1-methyl-1H-pyrazol-5-yl)amino]carbonyl}phenyl)-3-pyridinecarboxamide 
• 1201934-66-8 N-methyl-2-[[2-[(2-methylpyrazol-3-yl)amino]-5-(trifluoromethyl)-4-pyridyl]amino]benzamide 
• 1246847-15-3 ethyl 6-(4-bromophenyl)-1-methyl-pyrazolo[3,4-b]pyridine-4-carboxylate 
• 1394348-47-0 2-chloro-5-(2-methyl-2H-pyrazol-3-ylamino)-benzoic acid methyl ester 
• 5064-26-6 4-chloro-N-(1-methyl-1H-pyrazol-5-yl)benzenesulfonamide 
• 1086393-45-4 1-methyl-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile 

Relevant articles and documents

The Formation of Seven-Membered Heterocycles under Mild Pictet-Spengler Conditions: A Route to Pyrazolo[3,4]benzodiazepines

Reported is a method for the synthesis of seven-membered heterocycles via a Pictet-Spengler condensation reaction under very mild conditions. High substrate scope allows for use of aldehydes using catalytic amounts of acetic acid yielding 39-90% and keton

Rearrangement of 1-Amino- and 1-Alkylamino-pyrazoles to 5-Aminopyrazoles

Rearrangement of 1-aminopyrazole and 1-alkylaminopyrazoles into the corresponding 5-aminopyrazoles has been achieved in 48percent aqueous hydrobromic acid.The reaction, occurring through a ring opening-ring closure mechanism, constitutes a new and unambiguous procedure for the preparation of 1-substituted 5-aminopyrazoles.The products have been identified on the basis of 1H and 13C n.m.r. spectroscopic results and comparison with authentic samples.

Investigation of pyrazolo-sulfonamides as putative small molecule oxytocin receptor agonists

The neuropeptide oxytocin has been implicated in multiple central nervous system functions in mammalian species. Increased levels have been reported to improve trust, alleviate symptoms related to autism and social phobias, and reduce social anxiety. Hoffman-La Roche published a patent claiming to have found potent small molecule oxytocin receptor agonists, smaller than the first non-peptide oxytocin agonist reported, WAY 267,464. We selected two of the more potent compounds from the patent and, in addition, created WAY 267,464 hybrid structures and determined their oxytocin and vasopressin receptor activity. Human embryonic kidney and Chinese hamster ovary cells were used for the expression of oxytocin or vasopressin 1a receptors and activity assessed via IP1 accumulation assays and calcium FLIPR assays. The results concluded that the reported compounds in the patent and the hybrid structures have no activity at the oxytocin or vasopressin 1a receptors.

Regiocontrolled synthesis of 3- and 5-aminopyrazoles, pyrazolo[3,4-d] pyrimidines, pyrazolo[3,4-b]pyridines and pyrazolo[3,4-b]quinolinones as MAPK inhibitors

Microwave irradiation of a hydrazine and 3-methoxyacrylonitrile, ethoxymethylenemalononitrile or ethyl acetoacetate provides rapid access to 3- or 5-substituted pyrazoles in excellent yield and with total regiocontrol in a process that can be switched from one regioisomer to the other by choice of conditions. Subsequent reaction, either by microwave-assisted hydrolysis and cyclocondensation with formamide, Hantzsch-type three-component reaction with an aldehyde and ketone, or by cyclocondensation with 2-nitrobenzaldehyde, provides the pyrazolo[3,4-d]pyrimidine, pyrazolo[3,4-b]pyridine or pyrazolo[3,4-b] quinolin-4-one framework, respectively, of inhibitors of mitogen-activated protein kinases.