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1-Methyl-3,5-diphenylpyrazole is a pyrazole derivative with the molecular formula C17H16N2, featuring a five-membered ring with two nitrogen atoms. This chemical compound is widely recognized for its potential applications in pharmaceutical research and development, as well as in the synthesis of other organic compounds. Its biological activities, such as anti-inflammatory and analgesic properties, have garnered significant interest. Moreover, 1-Methyl-3,5-diphenylpyrazole has demonstrated promise in the realm of materials science, particularly in organic electronics and optoelectronic devices.

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  • 19311-79-6 Structure
  • Basic information

    1. Product Name: 1-Methyl-3,5-diphenylpyrazole
    2. Synonyms: 1-Methyl-3,5-diphenylpyrazole
    3. CAS NO:19311-79-6
    4. Molecular Formula: C16H14N2
    5. Molecular Weight: 234.2958
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 19311-79-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 387.5 °C at 760 mmHg
    3. Flash Point: 188.2 °C
    4. Appearance: /
    5. Density: 1.06 g/cm3
    6. Vapor Pressure: 7.32E-06mmHg at 25°C
    7. Refractive Index: 1.604
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 1-Methyl-3,5-diphenylpyrazole(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1-Methyl-3,5-diphenylpyrazole(19311-79-6)
    12. EPA Substance Registry System: 1-Methyl-3,5-diphenylpyrazole(19311-79-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 19311-79-6(Hazardous Substances Data)

19311-79-6 Usage

Uses

Used in Pharmaceutical Research and Development:
1-Methyl-3,5-diphenylpyrazole is utilized as a key compound in pharmaceutical research and development, owing to its potential biological activities and its role in the synthesis of other organic compounds.
Used in Organic Synthesis:
1-Methyl-3,5-diphenylpyrazole serves as a valuable building block in organic synthesis, contributing to the creation of a variety of organic compounds with diverse applications.
Used in Anti-Inflammatory and Analgesic Applications:
1-Methyl-3,5-diphenylpyrazole is employed as an anti-inflammatory and analgesic agent, capitalizing on its inherent biological properties to alleviate inflammation and pain.
Used in Materials Science:
In the field of materials science, 1-Methyl-3,5-diphenylpyrazole is used for its potential in organic electronics and optoelectronic devices, showcasing its versatility and importance in advancing technological innovations.

Check Digit Verification of cas no

The CAS Registry Mumber 19311-79-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,3,1 and 1 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 19311-79:
(7*1)+(6*9)+(5*3)+(4*1)+(3*1)+(2*7)+(1*9)=106
106 % 10 = 6
So 19311-79-6 is a valid CAS Registry Number.
InChI:InChI=1/C16H14N2/c1-18-16(14-10-6-3-7-11-14)12-15(17-18)13-8-4-2-5-9-13/h2-12H,1H3

19311-79-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-methyl-3,5-diphenylpyrazole

1.2 Other means of identification

Product number -
Other names 3,5-diphenyl-1-methyl-1H-pyrazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:19311-79-6 SDS

19311-79-6Relevant articles and documents

Preparation method of pyrazole derivative (by machine translation)

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Paragraph 0151-0155, (2019/12/02)

The preparation method comprises the following steps: mixing an alkyne propyl alcohol derivative, a halogen source, an acid and a solvent, heating and reacting, and reacting to Meyer - Schuster generate the pyrazole derivative. Compared with the prior art, the preparation method disclosed by the invention has 91% the advantages of maximum yield, simple operation, mild conditions, high conversion rate, few byproducts and the like, and provides a brand-new synthetic method for construction of pyrazole compounds. (by machine translation)

Mechanistic Studies on the Michael Addition of Amines and Hydrazines to Nitrostyrenes: Nitroalkane Elimination via a Retro-aza-Henry-Type Process

Kallitsakis, Michael G.,Tancini, Peter D.,Dixit, Mudit,Mpourmpakis, Giannis,Lykakis, Ioannis N.

, p. 1176 - 1184 (2018/02/09)

In this article we report on the mechanistic studies of the Michael addition of amines and hydrazines to nitrostyrenes. Under the present conditions, the corresponding N-alkyl/aryl substituted benzyl imines and N-methyl/phenyl substituted benzyl hydrazones were observed via a retro-aza-Henry-type process. By combining organic synthesis and characterization experiments with computational chemistry calculations, we reveal that this reaction proceeds via a protic solvent-mediated mechanism. Experiments in deuterated methanol CD3OD reveal the synthesis and isolation of the corresponding deuterated intermediated Michael adduct, results that support the proposed slovent-mediated pathway. From the synthetic point of view, the reaction occurs under mild, noncatalytic conditions and can be used as a useful platform to yield the biologically important N-methyl pyrazoles in a one-pot manner, simple starting with the corresponding nitrostyrenes and the methylhydrazine.

Nucleophilic ring-opening reactions of trans-2-aroyl-3-aryl-cyclopropane-1,1-dicarboxylates with hydrazines

Sathishkannan, Gopal,Tamilarasan, V. John,Srinivasan, Kannupal

, p. 1400 - 1406 (2017/02/15)

trans-2-Aroyl-3-aryl-cyclopropane-1,1-dicarboxylates when treated with arylhydrazines in refluxing EtOH gave dihydropyrazoles, whereas with hydrazines in refluxing AcOH, they formed cyclopropane-fused pyridazinones. Although in both cases the corresponding hydrazones are formed initially, the former case involves a subsequent 5-exo-tet nucleophilic ring-opening, and the later, a 6-exo-trig nucleophilic attack by the other hydrazone nitrogen. The products are obtained in moderate to excellent yields with complete regio-and diastereoselectivity.

Visible-light photocatalytic aerobic annulation for the green synthesis of pyrazoles

Ding, Ya,Zhang, Te,Chen, Qiu-Yun,Zhu, Chunyin

supporting information, p. 4206 - 4209 (2016/09/09)

A selective and high yielding synthesis of polysubstituted pyrazoles through a VLPC (visible light photoredox catalysis)-promoted reaction of hydrazine with Michael acceptors is reported. The method employs very mild reaction conditions and uses air as the terminal oxidant, which makes the process environmentally benign. Different types of Michael acceptors with various substituents can undergo the reaction to afford corresponding pyrazoles in good to excellent yields. The reaction is proposed to go through VLPC-promoted oxidation of hydrazine to diazene followed by its addition to Michael acceptors, other than the conventional condensation of hydrazine with a carbonyl.

Radical Addition of Hydrazones by α-Bromo Ketones to Prepare 1,3,5-Trisubstituted Pyrazoles via Visible Light Catalysis

Fan, Xiu-Wei,Lei, Tao,Zhou, Chao,Meng, Qing-Yuan,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu

, p. 7127 - 7133 (2016/08/30)

A novel efficient tandem reaction of hydrazones and α-bromo ketones is reported for the preparation of 1,3,5-trisubstituted pyrazoles by visible light catalysis. In this system, the monosubstituted hydrazones show wonderful reaction activity with alkyl radicals, generated from α-bromo ketones. A radical addition followed by intramolecular cyclization affords the important pyrazole skeleton in good to excellent yields. This efficient strategy under mild conditions with wide group tolerance provides a potential approach to the 1,3,5-trisubstituted pyrazoles.

Phosphine- and copper-free palladium catalyzed one-pot four-component carbonylation reaction for the synthesis of isoxazoles and pyrazoles

Iranpoor, Nasser,Firouzabadi, Habib,Etemadi-Davan, Elham

supporting information, p. 837 - 840 (2016/02/05)

The palladium catalyzed one-pot synthesis of isoxazoles and pyrazoles from aryl iodides, terminal alkynes, chromium hexacarbonyl and hydroxylamine hydrochloride or aqueous hydrazine solution is described. The Sonogashira carbonylative coupling intermediate was trapped in situ by hydroxylamine hydrochloride or aqueous hydrazine to deliver isoxazoles or pyrazoles, respectively, in high yields. This efficient method proceeds at atmospheric pressure and moderate temperature and does not require the use of copper, phosphine ligands or gaseous carbon monoxide.

Regioselective synthesis of 1,3,5-Trisubstituted Pyrazoles from N-Alkylated Tosylhydrazones and terminal Alkynes

Kong, Yuanfang,Tang, Meng,Wang, Yun

, p. 576 - 579 (2014/04/03)

An efficient synthesis of 1,3,5-trisubstituted pyrazoles from Nalkylated tosylhydrazones and terminal alkynes was developed. The protocol was applied to a wide range of substrates and demonstrated excellent tolerance to a variety of substituents, includin

HCV NS5A replication complex inhibitors. Part 3

Lopez, Omar D.,Nguyen, Van N.,St. Laurent, Denis R.,Belema, Makonen,Serrano-Wu, Michael H.,Goodrich, Jason T.,Yang, Fukang,Qiu, Yuping,Ripka, Amy S.,Nower, Peter T.,Valera, Lourdes,Liu, Mengping,O'Boyle II, Donald R.,Sun, Jin-Hua,Fridell, Robert A.,Lemm, Julie A.,Gao, Min,Good, Andrew C.,Meanwell, Nicholas A.,Snyder, Lawrence B.

, p. 779 - 784 (2013/02/25)

In a recent disclosure,1 we described the discovery of dimeric, prolinamide-based NS5A replication complex inhibitors exhibiting excellent potency towards an HCV genotype 1b replicon. That disclosure dealt with the SAR exploration of the peripheral region of our lead chemotype, and herein is described the SAR uncovered from a complementary effort that focused on the central core region. From this effort, the contribution of the core region to the overall topology of the pharmacophore, primarily vector orientation and planarity, was determined, with a set of analogs exhibiting 50 in a genotype 1b replicon assay.

Copper on iron promoted one-pot synthesis of β-aminoenones and 3,5-disubstituted pyrazoles

Kovács, Szabolcs,Novák, Zoltán

, p. 8987 - 8993 (2013/09/24)

The reaction of hydroximoyl chlorides with acetylenes in the presence of a copper on iron bimetallic system leads to β-aminoenones via reductive ring opening of isoxazole intermediates. The valuable β-aminoenone building blocks can be isolated or transformed into pyrazoles with the addition of hydrazine in a straightforward one-pot procedure.

One-pot synthesis of pyrazoles through a four-step cascade sequence

Hao, Lu,Hong, Jun-Jie,Zhu, Jun,Zhan, Zhuang-Ping

supporting information, p. 5715 - 5720 (2013/06/04)

A one-pot synthesis of 3,4,5- and 1,3,5-pyrazoles from tertiary propargylic alcohols and para-tolylsulfonohydrazide has been accomplished. The pyrazoles are formed through a four-step cascade sequence, including FeCl 3-catalyzed propargylic substitution, aza-Meyer-Schuster rearrangement, base-mediated 6πelectrocyclization, and thermal [1,5] sigmatropic shift. In this reaction, the 3,4,5- and 1,3,5-pyrazoles are produced selectively according to different substituents in the starting alcohols. A one-pot recipe: The synthesis of 3,4,5- and 1,3,5-pyrazoles from tertiary propargylic alcohols and para-tolylsulfonohydrazide has been accomplished. The pyrazoles are formed through a four-step cascade sequence (see figure), and are produced selectively according to different substituents in the starting alcohols.

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