An inhibitor of MAO
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Isocarboxazid

Item No. 23625

Technical Information
Formal Name
5-methyl-3-isoxazolecarboxylic acid, 2-(phenylmethyl)hydrazide
CAS Number
59-63-2
Synonyms
  • NSC 169893
  • Ro 5-0831
Molecular Formula
C12H13N3O2
Formula Weight
Purity
≥98%
Formulation
A solid
Acetonitrile: Slightly solubleChloroform: Slightly soluble
SMILES
O=C(C1=NOC(C)=C1)NNCC2=CC=CC=C2
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)
InChi Key
XKFPYPQQHFEXRZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Isocarboxazid is an inhibitor of monoamine oxidase (MAO; IC50 = 4.8 μM for rat brain MAO).1 It induces a 4-fold increase in tryptamine action in isolated rat fundal strips at a concentration of 50 nM. In vivo, isocarboxazid potentiates tryptamine toxicity (LD50 = 8 mg/kg following subcutaneous administration of 250 mg/kg tryptamine). It inhibits 90% of MAO activity in isolated rat hearts and reduces cardiomegaly induced by isoproterenol (Item No. 15592) in rats at a dose of 20 mg/kg.2 Oral administration of isocarboxazid (10 mg/kg) increases levels of dopamine and norepinephrine and reduces levels of the monoamine metabolites DOPAC, homovanillic acid (HVA; Item No. 20877), and 5-hydroxy indole-3-acetic acid (5-HIAA; Item No. 22889) by 43, 32, and 28%, respectively, in mouse brain.3 Formulations containing isocarboxazid have been used for the treatment of minor depression.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maxwell, D.R., Gray, W.R., and Taylor, E.M. Relative activity of some inhibitors of mono-amine oxidase in potentiating the action of tryptamine in vitro and in vivo. Br. J. Pharmacol. Chemother. 17(3), 310-320 (1961).

    2. Stanton, H.C., Bowman, Z., and Cooper, C.M. Effects of monoamine oxidase inhibitors on isoproterenol-induced cardiomegaly in rats. Toxicol. Appl. Pharmacol. 16(1), 256-263 (1970).

    3. Yokoyama, T., Kamioka, T., Iwata, N., et alEffects of RS-2232, a potential antidepressant, on the levels of monoamines, precursor amino acids and their related metabolites in mouse brain. Jpn. J. Pharmacol. 44(4), 413-420 (1987).

    4. Barbui, C., Cipriani, A., Patel, V., et alEfficacy of antidepressants and benzodiazepines in minor depression: Systematic review and meta-analysis. Br. J. Psychiatry 198(1), 11-16 (2011).