MedKoo Cat#: 318068 | Name: Isocarboxazid
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Description:

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

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

Theoretical Analysis

MedKoo Cat#: 318068

Name: Isocarboxazid

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

Chemical Formula: C12H13N3O2

Exact Mass: 231.1008

Molecular Weight: 231.25

Elemental Analysis: C, 62.33; H, 5.67; N, 18.17; O, 13.84

Price and Availability

Size Price Availability Quantity
10mg USD 285.00 2 Weeks
25mg USD 450.00 2 Weeks
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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

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.

Recalculate based on batch purity %
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
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.