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1453-82-3

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1453-82-3 Usage

Chemical Properties

white crystalline powder

Uses

Isonicotinamide is an isomeric analogue of nicotinamide and a metabolite of isonicotinic thioamide. Isonicotinamide strongly inducde apoptosis in human acute myelomonocytic leukemia cells, HL-60.

Application

Isonicotinamide (pyridine-4-carboxamide) can be used as a heterocyclic building block to synthesize:4-oxo-1,3-thiazinan-3-yl isonicotinamide derivatives as potential anti-tubercular agents.Organotin(IV) complexes of isonicotinamide via synthesis of phosphoramidate ligands for various biological activity studies. Bis-pyridinium isonicotinamide derivatives of 2-(hydroxyimino)-N-(pyridin-3-yl)acetamide as potent reactivators sarin.Isonicotinamide can also be used as a co-former with active pharmaceutical ingredients (APIs) to prepare co-crystals.

Preparation

synthesis of isonicotinamide: In 6g tert-amyl alcohol, add 100mg ferric oxide, 100mg cobalt tetroxide and 100mg manganese dioxide (mass percentage in the mixture: 4.6%), 60mg 4-cyanopyridine (mass percentage in the mixture: 0.91%), 200uL Water (mass percentage in the mixture: 3.0%), mix well; react at 80°C for 24 hours, the conversion rate of 4-cyanopyridine is 99.0%, and the selectivity of the corresponding Isonicotinamide is 99.0%.

Definition

ChEBI: Isonicotinamide is a pyridinecarboxamide that is the monocarboxylic acid amide derivative of isonicotinic acid. It derives from an isonicotinic acid.

Purification Methods

Recrystallise isonicotinamide from hot water or isopropanol (158.5-159o), and dry it in a vacuum at 100o. The picrate crystallises from aqueous EtOH or H2O and has m 217-218o (214-215o). [Beilstein 22 III/IV 527, 22/2 V 195.]

Check Digit Verification of cas no

The CAS Registry Mumber 1453-82-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,5 and 3 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1453-82:
(6*1)+(5*4)+(4*5)+(3*3)+(2*8)+(1*2)=73
73 % 10 = 3
So 1453-82-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H6N2O/c7-6(9)5-1-3-8-4-2-5/h1-4H,(H2,7,9)

1453-82-3 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (A18190)  Isonicotinamide, 99%   

  • 1453-82-3

  • 50g

  • 306.0CNY

  • Detail
  • Alfa Aesar

  • (A18190)  Isonicotinamide, 99%   

  • 1453-82-3

  • 100g

  • 509.0CNY

  • Detail
  • Alfa Aesar

  • (A18190)  Isonicotinamide, 99%   

  • 1453-82-3

  • 250g

  • 1221.0CNY

  • Detail
  • Alfa Aesar

  • (A18190)  Isonicotinamide, 99%   

  • 1453-82-3

  • 500g

  • 2150.0CNY

  • Detail
  • Vetec

  • (V900610)  Isonicotinamide  Vetec reagent grade, 98%

  • 1453-82-3

  • V900610-25G

  • 121.68CNY

  • Detail
  • Vetec

  • (V900610)  Isonicotinamide  Vetec reagent grade, 98%

  • 1453-82-3

  • V900610-100G

  • 286.65CNY

  • Detail
  • Aldrich

  • (I17451)  Isonicotinamide  ReagentPlus®, 99%

  • 1453-82-3

  • I17451-25G

  • 243.36CNY

  • Detail
  • Aldrich

  • (I17451)  Isonicotinamide  ReagentPlus®, 99%

  • 1453-82-3

  • I17451-100G

  • 717.21CNY

  • Detail

1453-82-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name isonicotinamide

1.2 Other means of identification

Product number -
Other names Pyridine-4-carboxamide

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:1453-82-3 SDS

1453-82-3Relevant articles and documents

-

Loth,Hengstmann

, p. 306 (1966)

-

Selective NaOH-catalysed hydration of aromatic nitriles to amides

Schmid, Thibault E.,Gómez-Herrera, Alberto,Songis, Olivier,Sneddon, Deborah,Révolte, Antoine,Nahra, Fady,Cazin, Catherine S. J.

, p. 2865 - 2868 (2015)

The selective synthesis of aromatic and heteroaromatic amides through base-catalysed hydration of nitriles was achieved using inexpensive and commercially available NaOH as the only catalyst. A wide range of nitriles was selectively converted to their corresponding amides. Kinetic studies show that the double hydration of nitriles towards undesirable carboxylic acids is negligible under our reaction conditions.

Mechanistic studies of the oxidation of isoniazid by the catalase peroxidase from Mycobacterium tuberculosis

Johnsson, Kai,Schultz, Peter G.

, p. 7425 - 7426 (1994)

-

Synthesis of amidines and benzoxazoles from activated nitriles with Ni(0) catalysts

Gardu?o, Jorge A.,Garc?a, Juventino J.

, p. 3470 - 3477 (2015)

Amidines and 2-substituted benzoxazoles were synthesized from N-heterocyclic nitriles under mild conditions (50 °C, 48 h, two steps) in an atom-economical process that involves addition of methanol, the solvent, to a nitrile moiety to yield a methyl imidate and the subsequent extrusion of solvent in the presence of amines to afford the title compounds. Methyl imidate formation was achieved by developing a new catalytic pathway using [(dippe)Ni(H)]2 (dippe = 1,2-bis(diisopropylphosphino)ethane), [Ni(cod)2]/dppe, or [Ni(cod)2]/P(OPh)3 (cod = 1,5-cyclooctadiene, dppe = 1,2-bis(diphenylphosphino)ethane, P(OPh)3 = triphenyl phosphite) as the catalyst precursor. Regarding the ligands, for a given substrate, namely 4-cyanopyridine, the best performance for the Ni(0)-catalyzed system was found for the σ-donor bidentate dippe, whereas the monodentate π acceptor P(OPh)3 was less efficient. In relation to the substrates, for a given Ni-dippe system, steric hindrance and, more importantly, substrate electron-withdrawing character control imidate formation and thus the yield of amidines and benzoxazoles.

Mechanochemical Synthesis of Primary Amides

Gómez-Carpintero, Jorge,Sánchez, J. Domingo,González, J. Francisco,Menéndez, J. Carlos

, p. 14232 - 14237 (2021/10/20)

Ball milling of aromatic, heteroaromatic, vinylic, and aliphatic esters with ethanol and calcium nitride afforded the corresponding primary amides in a transformation that was compatible with a variety of functional groups and maintained the integrity of a stereocenter α to carbonyl. This methodology was applied to α-amino esters and N-BOC dipeptide esters and also to the synthesis of rufinamide, an antiepileptic drug.

A CONTINUOUS FLOW SYNTHESIS METHOD FOR THE MANUFACTURE OF ISONIAZID

-

Page/Page column 10; 12-18, (2021/04/17)

A multistep continuous flow synthesis method for the manufacture of isonicotinyl-hydrazide (Isoniazid) comprising reacting 4-cyano pyridine with NaOH at a specified molar ratio and temperature range to produce the intermediate isonicotinamide, which intermediate is reacted with hydrazine hydrate, without isolation thereof, at a specified molar ratio and temperature range to produce isonicotinyl-hydrazide (Isoniazid) in a yield greater than about 90%.

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