Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Nervous system drugs >  Antidepressants, Antimanics drugs >  ISOCARBOXAZID (200 MG)

ISOCARBOXAZID (200 MG)

Basic information Safety Supplier Related

ISOCARBOXAZID (200 MG) Basic information

Product Name:
ISOCARBOXAZID (200 MG)
Synonyms:
  • N'-benzyl-5-methyl-1,2-oxazole-3-carbohydrazide
  • 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
CAS:
59-63-2
MF:
C12H13N3O2
MW:
231.25
EINECS:
200-438-4
Product Categories:
  • All Inhibitors
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
59-63-2.mol
More
Less

ISOCARBOXAZID (200 MG) Chemical 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
pka
pKa 10.4 (Uncertain)
Water Solubility 
0.8g/L(25 ºC)
More
Less

Safety Information

RIDADR 
3249
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2934990002
More
Less

ISOCARBOXAZID (200 MG) Usage And Synthesis

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

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].

ISOCARBOXAZID (200 MG)Supplier

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Email
info@yuhaochemical.com
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Hangzhou Sage Chemical Co., Ltd.
Tel
+86057186818502 13588463833
Email
info@sagechem.com