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ISOCARBOXAZID (200 MG)

CAS No.
59-63-2
Chemical Name:
ISOCARBOXAZID (200 MG)
Synonyms
isocarboxazid;Isocarboxazide;Marplan;Bmih;Enerzer;Marplon;Benazide;Maraplan;ro5-0831;Ro 5-0831
CBNumber:
CB3500536
Molecular Formula:
C12H13N3O2
Molecular Weight:
231.25
MDL Number:
MFCD00865409
MOL File:
59-63-2.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:53

ISOCARBOXAZID (200 MG) Properties

Melting point 98-1000C
Boiling point 373.33°C (rough estimate)
Density 1.206
refractive index 1.5290 (estimate)
storage temp. -20°C Freezer
solubility Acetonitrile: Slightly Soluble; Chloroform: Slightly Soluble
form A solid
pka pKa 10.4 (Uncertain)
Water Solubility 0.8g/L(25 ºC)
EWG's Food Scores 1
FDA UNII 34237V843T
ATC code N06AF01

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P264-P270-P301+P310-P405-P501
RIDADR  3249
HazardClass  6.1(b)
PackingGroup  III
HS Code  2934990002
NFPA 704
0
2 0

ISOCARBOXAZID (200 MG) price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich CDS020459 Isocarboxazid 5-methyl-3-isoxazole-carboxylic acid 2-benzylhydrazide AldrichCPR 59-63-2 10MG $68.1 2023-06-20 Buy
Sigma-Aldrich 1348000 Isocarboxazid United States Pharmacopeia (USP) Reference Standard 59-63-2 200MG $402 2022-05-15 Buy
Cayman Chemical 23625 Isocarboxazid ≥98% 59-63-2 5mg $34 2024-03-01 Buy
Cayman Chemical 23625 Isocarboxazid ≥98% 59-63-2 10mg $64 2024-03-01 Buy
Cayman Chemical 23625 Isocarboxazid ≥98% 59-63-2 25mg $117 2024-03-01 Buy
Product number Packaging Price Buy
CDS020459 10MG $68.1 Buy
1348000 200MG $402 Buy
23625 5mg $34 Buy
23625 10mg $64 Buy
23625 25mg $117 Buy

ISOCARBOXAZID (200 MG) Chemical Properties,Uses,Production

Chemical Properties

Pale Yellow Solid

Originator

Marplan,Roche,US,1959

Uses

Isocarboxazid is a powerful MAO inhibitor. As with phenelzine, isocarboxazid is used for depressions that do not respond to other drugs.

Uses

Monoamine oxidase inhibitor. Antidepressant

Definition

ChEBI: 5-methyl-N'-(phenylmethyl)-3-isoxazolecarbohydrazide is a member of benzenes.

Manufacturing Process

800 g of benzaldehyde was added to a hot solution (75°C) of 7 liters of ethanol containing 720 g of 5-methyl-2-isoxazole carboxylic acid hydrazide. The solution was stirred for ten minutes at which time the product began to crystallize. On cooling at 4°C for 14 hours, the solid was filtered off under vacuum and the solid filter cake was washed twice using 250 ml of ice cold ethanol for each washing. The lbenzylidene-2-(5-methyl-3-isoxazolylcarbonyl) hydrazine was recrystallized from ethanol, MP 199°C to 200°C.
115 g of 1-benzylidene-2-(5-methyl-3-isoxazolylcarbonyl)hydrazine was added portionwise over the period of an hour to 5 liters of anhydrous ether containing 18.5 g of lithium aluminum hydride. The reaction mixture was stirred for four hours and permitted to stand overnight. The excess lithium aluminum hydride was decomposed with 250 ml of ethyl acetate and 150 ml of water was added to decompose the complex. The solid was separated by filtration and the ether layer was concentrated to about 500 mi. 200 ml of benzene was added to dehydrate the solution. Concentration was continued until a solid remained. The 1-benzyl-2-(5-methyl-3-isoxazolylcarbonyl) hydrazine was recrystallized from methanol, MP 105°C to 106°C.

brand name

Marplan (Oxford).

Therapeutic Function

Antidepressant

World Health Organization (WHO)

Isocarboxazid, a monoamine oxidase inhibitor (MAOI), was introduced in 1959 for the treatment of depressive illness. Subsequently concern regarding potentially serious interactions between MAOIs and foods containing tyramine inspired much restrictive regulatory action. However, MAOIs still retain a place in the treatment of serious depressive illness although there is no international consensus on which compounds should be preferred. Thus isocarboxazid remains available in several countries and is cited in the British National Formulary as a relatively safe example of this class of compound.

Synthesis

Isocarboxazid, 2-benzylhydrazid-5-methyl-3-isoxazolecarboxylate (7.2.6), can be synthesized from acetylacetone, which on nitrosation with nitrous acid gives 5- methyl-isoxazol-3-carboxylic acid (7.2.2). Esterification of this product gives the ethyl ester of 5-methyl-isoxazol-3-carboxylic acid (7.2.3). The synthesized ester (7.2.3) is further reacted with benzylhydrazine, to give isocarboxazide (7.2.6), or with hydrazine, which forms 5-methyl-isoxazol-3-carboxylic acid hydrazide (7.2.4). Reacting the latter with benzaldehyde gives hydrazone (7.2.5), which is further reduced to the isocarboxazide (7.2.6) [46,47].

Synthesis_59-63-2

19788-35-3
20570-96-1
59-63-2
Synthesis of ISOCARBOXAZID (200 MG) from Methyl 5-methylisoxazole-3-carboxylate and BENZYLHYDRAZINE DIHYDROCHLORIDE

ISOCARBOXAZID (200 MG) Suppliers

Global( 63)Suppliers
Supplier Tel Email Country ProdList Advantage
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29220 58
Alfa Chemistry
+1-5166625404 Info@alfa-chemistry.com United States 21317 58
Shaanxi Didu New Materials Co. Ltd
+86-89586680 +86-13289823923 1026@dideu.com China 9116 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33349 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
Mainchem Co., Ltd.
-- sarah@mainchem.com China 6572 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76

View Lastest Price from ISOCARBOXAZID (200 MG) manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ISOCARBOXAZID (200 MG) USP/EP/BP pictures 2021-07-27 ISOCARBOXAZID (200 MG) USP/EP/BP
59-63-2
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
1-Benzyl-2-(5-methyl-3-isoxazolylcarbonyl)hydrazine 1-benzyl-2-(5-methyl-3-isoxazolyl-carbonyl)hydrazine 3-Isoxazolecarboxylic acid, 5-methyl-, 2-(phenylmethyl)hydrazide 3-Isoxazolecarboxylic acid, 5-methyl-, 2-benzylhydrazide 5-Methyl-3-isoxazolecarboxylic acid 2-benzylhydrazide 5-methyl-3-isoxazolecarboxylicaci2-benzylhydrazide 5-methyl-3-isoxazolecarboxylicacid2-benzylhydrazide Benazide Bmih 3-(N-Benzylhydrazinocarbonyl)-5-methylisoxazole Isocurboxazid 5-Methyl-3-isoxazolcarboxylic acid 2-benzylhydrazide 5-methyl-N'-(phenylmethyl)-1,2-oxazole-3-carbohydrazide N'-(benzyl)-5-methyl-isoxazole-3-carbohydrazide Isocarboxizid NSC 169893 Enerzer Isocarbonazid Isocarbossazide Isocarboxyzid Maraplan Marplon n’-benzyln-methyl-5-isoxazolecarboxylhydrazide-3 N'-Benzyl N-methyl-5-isoxazolecarboxylhydrazide-3 N'-Benzyl-5-methyl-3-isoxazolecarbohydrazide Ro 5-0831 Ro 5-0831/1 ro5-0831 ISOCARBOXAZID (200 MG) N'-benzyl-5-methyl-1,2-oxazole-3-carbohydrazide ISOCARBOXAZID (200 MG) USP/EP/BP Isocarboxazid (1.0 mg/mL in Acetonitrile) Isocarboxazid (1348000) isocarboxazid Isocarboxazide Marplan inhibit,Monoamine Oxidase,Isocarboxazid,MAO,Inhibitor 59-63-2 All Inhibitors Inhibitors Intermediates & Fine Chemicals Pharmaceuticals