ChemicalBook > CAS DataBase List > ISOCARBOXAZID (200 MG)

ISOCARBOXAZID (200 MG)

Product Name
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
Formula Weight
231.25
MOL File
59-63-2.mol
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ISOCARBOXAZID (200 MG) Property

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)
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Safety

RIDADR 
3249
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2934990002
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CDS020459
Product name
Isocarboxazid 5-methyl-3-isoxazole-carboxylic acid 2-benzylhydrazide
Purity
AldrichCPR
Packaging
10MG
Price
$68.1
Updated
2023/06/20
Sigma-Aldrich
Product number
1348000
Product name
Isocarboxazid
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200MG
Price
$402
Updated
2022/05/15
Cayman Chemical
Product number
23625
Product name
Isocarboxazid
Purity
≥98%
Packaging
5mg
Price
$34
Updated
2024/03/01
Cayman Chemical
Product number
23625
Product name
Isocarboxazid
Purity
≥98%
Packaging
10mg
Price
$64
Updated
2024/03/01
Cayman Chemical
Product number
23625
Product name
Isocarboxazid
Purity
≥98%
Packaging
25mg
Price
$117
Updated
2024/03/01
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ISOCARBOXAZID (200 MG) Chemical Properties,Usage,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].

ISOCARBOXAZID (200 MG) Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from ISOCARBOXAZID (200 MG) manufacturers

Dideu Industries Group Limited
Product
ISOCARBOXAZID (200 MG) 59-63-2
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons min
Release date
2021-07-26

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