Harmane

• Description:

  Harmane is a benzodiazepine receptor inhibitor (IC50=7 μM), with IC50 values for mACh, Opioid Receptor, MAO-A/B, and α2-adrenergic receptor of 24 μM, 2.8 μM, 0.5 μM, 5 μM, and 18 μM, respectively. Harmane inhibits the I1 imidazoline receptor (IC50 = 30 nM) to reduce blood pressure and has antidepressant, anti-anxiety, anticonvulsant, and analgesic effects. Harmane inhibits dopamine biosynthesis by decreasing tyrosine hydroxylase (TH) activity and enhancing L-DOPA-induced cytotoxicity in PC12 cells. Additionally, Harmane can increase the mutagenic effect induced by 2-acetylaminofluorene (AAF) [1][2][3][4][5][6].

• UNSPSC:

  12352005

• Hazard Statement:

  H302, H315, H319, H335

• Target:

  Adrenergic Receptor; GABA Receptor; Imidazoline Receptor; Monoamine Oxidase; nAChR; Opioid Receptor

• Type:

  Natural Products

• Related Pathways:

  GPCR/G Protein; Membrane Transporter/Ion Channel; Neuronal Signaling

• Applications:

  Cancer-programmed cell death

• Field of Research:

  Inflammation/Immunology; Neurological Disease

• Assay Protocol:

  https://www.medchemexpress.com/harmane.html

• Purity:

  99.91

• Solubility:

  DMSO : 100 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 60°C)

• Smiles:

  CC1=NC=CC2=C1NC3=C2C=CC=C3

• Molecular Formula:

  C12H10N2

• Molecular Weight:

  182.23

• Precautions:

  H302, H315, H319, H335

• References & Citations:

  [1]Musgrave IF, et, al. Harmane produces hypotension following microinjection into the RVLM: possible role of I (1) -imidazoline receptors. Br J Pharmacol. 2000 Mar;129 (6) :1057-9.|[2]Glover V, et, al. β-Carbolines as selective monoamine oxidase inhibitors:In vivo implications|[3]Umezawa K, et, al. Comutagenic effect of norharman and harman with 2-acetylaminofluorene derivatives. Proc Natl Acad Sci U S A. 1978 Feb;75 (2) :928-30.|[4]W E Müller, et al. On the neuropharmacology of harmane and other beta-carbolines. Pharmacol Biochem Behav. 1981 May;14 (5) :693-9.|[5]E D Louis, et al. Harmane induces anxiolysis and antidepressant-like effects in rats. Ann N Y Acad Sci. 2005 Aug 9;65 (3) :391-6.|[6]Yoo Jung Yang, et al. Effects of harman and norharman on dopamine biosynthesis and L-DOPA-induced cytotoxicity in PC12 cells. Eur J Pharmacol. 2008 Jun 10;587 (1-3) :57-64.

• Shipping Conditions:

  Room Temperature

• Storage Conditions:

  -20°C, 3 years; 4°C, 2 years (Powder)

• Scientific Category:

  Natural Products

• Clinical Information:

  No Development Reported

• Isoform:

  MAO-A; MAO-B; α adrenergic receptor

• CAS Number:

  [486-84-0]