Isocarboxazid | CAS#59-63-2

Isocarboxazid
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 318068

CAS#: 59-63-2 (free base)

Description: Isocarboxazid is a non-selective, irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class used as an antidepressant. Along with phenelzine and tranylcypromine, it is one of only three classical MAOIs still available for clinical use in the treatment of psychiatric disorders in the United States, though it is not as commonly employed in comparison to the others. Isocarboxazid is primarily used to treat mood and anxiety disorders. It has also been investigated in the treatment of Parkinson's disease and other dementia-related disorders.

Chemical Structure

Isocarboxazid

CAS# 59-63-2 (free base)

Instruction

Theoretical Analysis

MedKoo Cat#: 318068
Name: Isocarboxazid
CAS#: 59-63-2 (free base)
Chemical Formula: C12H13N3O2
Exact Mass: 231.10
Molecular Weight: 231.251
Elemental Analysis: C, 62.33; H, 5.67; N, 18.17; O, 13.84

Price and Availability

Size	Price	Availability
10mg	USD 285	2 Weeks
25mg	USD 450	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Related CAS #: 24631-64-9 (sulfate) 59-63-2 (free base)

Synonym: Isocarboxazid, Marplan, Marplon, Enerzer, Benazide

IUPAC/Chemical Name: N'-benzyl-5-methyl-1,2-oxazole-3-carbohydrazide

InChi Key: XKFPYPQQHFEXRZ-UHFFFAOYSA-N

InChi Code: InChI=1S/C12H13N3O2/c1-9-7-11(15-17-9)12(16)14-13-8-10-5-3-2-4-6-10/h2-7,13H,8H2,1H3,(H,14,16)

SMILES Code: O=C(C1=NOC(C)=C1)NNCC2=CC=CC=C2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 231.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Larsen JK, Bendsen BB, Bech P. Vitamin B6 treatment of oedema induced by mirtazapine and isocarboxazid. Acta Psychiatr Scand. 2011 Jul;124(1):76-7; discussion 77. doi: 10.1111/j.1600-0447.2011.01695.x. Epub 2011 Mar 16. PubMed PMID: 21410439.

2: Shader RI, Greenblatt DJ. The reappearance of a monamine oxidase inhibitor (isocarboxazid). J Clin Psychopharmacol. 1999 Apr;19(2):105-6. PubMed PMID: 10211910.

3: Kirrane R, Bodner R, Lynch T. Response to "Sertraline and isocarboxazid cause a serotonin syndrome". J Clin Psychopharmacol. 1995 Apr;15(2):144. PubMed PMID: 7782491.

4: Conley BA, Sewack GF, Egorin MJ, Subramanyam B, Page JG, Grieshaber CK. The effect of the monoamine oxidase inhibitor isocarboxazid on the canine metabolism of the cell-differentiating agent hexamethylene bisacetamide. Cancer Chemother Pharmacol. 1991;28(1):33-8. PubMed PMID: 2040031.

5: Sovner R, Wolfe J. Interaction between dextromethorphan and monoamine oxidase inhibitor therapy with isocarboxazid. N Engl J Med. 1988 Dec 22;319(25):1671. PubMed PMID: 3200285.

6: Davidson J, Turnbull CD. The effects of isocarboxazid on blood pressure and pulse. J Clin Psychopharmacol. 1986 Jun;6(3):139-43. PubMed PMID: 3519694.

7: Rothschild AJ. Mania after withdrawal of isocarboxazid. J Clin Psychopharmacol. 1985 Dec;5(6):340-2. PubMed PMID: 4067000.

8: Zisook S. Side effects of isocarboxazid. J Clin Psychiatry. 1984 Jul;45(7 Pt 2):53-8. PubMed PMID: 6376485.

9: Riise IS, Holm P. Concomitant isocarboxazid/mianserin treatment of major depressive disorder. J Affect Disord. 1984 Apr;6(2):175-9. PubMed PMID: 6233349.

10: Davidson J, White H. The effect of isocarboxazid on platelet MAO activity. Biol Psychiatry. 1983 Sep;18(9):1075-9. PubMed PMID: 6640004.

11: Zisook S. Isocarboxazid in the treatment of depression. Am J Psychiatry. 1983 Jun;140(6):792-4. PubMed PMID: 6342428.

12: Davidson J, Turnbull C. Isocarboxazid. Efficacy and tolerance. J Affect Disord. 1983 May;5(2):183-9. PubMed PMID: 6222098.

13: Moroi K, Kuga T. Isocarboxazid metabolism in vitro by liver microsomal carboxylesterase of monkey. Biochem Pharmacol. 1980 Jun 1;29(11):1491-6. PubMed PMID: 6772191.

14: Nakamura M, Fukushima H, Kitagawa S. Effects of amitriptyline and isocarboxazid on 5-hydroxytryptophan induced head twitches in mice. Psychopharmacology (Berl). 1976 Jul 9;48(1):101-4. PubMed PMID: 823564.

15: El-Darawy ZI. The polarographic behaviour of isocarboxazid (Marplan) and its hydrolytic products. Pharmazie. 1975 Feb;30(2):94-7. PubMed PMID: 1144511.

16: Yamamoto S, Satoh T, Saito R. Blockade of spontaneous ovulation by isocarboxazid (MAO-inhibitor) in rats. Endocrinol Jpn. 1974 Feb;21(1):9-12. PubMed PMID: 4426306.

17: Shirakura K. Effects of isocarboxazid on sleep. Folia Psychiatr Neurol Jpn. 1973;27(2):117-42. PubMed PMID: 4741005.

18: Satoh T, Moroi K. Solubilization, purification and properties of isocarboxazid hydrolase from guinea pig liver. Biochem Pharmacol. 1972 Dec 1;21(23):3111-20. PubMed PMID: 4650633.

19: Vegad JL, Lancaster MC. Effect of isocarboxazid, an inhibitor of monoamine oxidase, on vascular permeability in sheep. Indian J Exp Biol. 1972 Mar;10(2):148-9. PubMed PMID: 4644875.

20: Sato T, Moroi K. Species and age differences in the activity of isocarboxazid hydrolysing enzyme. Arch Int Pharmacodyn Ther. 1971 Jul;192(1):128-34. PubMed PMID: 5093182.

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