HARMAN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H10N2
Molecular Weight	182.2212
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=PSFDQSOCUJVVGF-UHFFFAOYSA-N

InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3

HIDE SMILES / InChI

Molecular Formula	C12H10N2
Molecular Weight	182.2212
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Benzodiazepine receptors; peripheral & central 9 Target ID: CHEMBL2096683 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6255348	Binding Agent 1064
Monoamine oxidase A 49 Target ID: CHEMBL1951 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16139309	Inhibitor 8297

PubMed

Title	Date	PubMed
Atypical [(3)H]clonidine binding sites in human caudate and platelets on cryostat-cut sections.	2003 Dec	15028603
Endogenous imidazoline receptor ligands relax rat aorta by an endothelium-dependent mechanism.	2003 Dec	15028591
Harmane induces anxiolysis and antidepressant-like effects in rats.	2003 Dec	15028588
Effect of harmane on the convulsive threshold in epilepsy models in mice.	2003 Dec	15028587
Inhibitory effect of harmane on morphine-dependent Guinea pig ileum.	2003 Dec	15028586
Effect of harmane on mononeuropathic pain in rats.	2003 Dec	15028585
Characterization of [(3)H]harmane binding to rat whole brain membranes.	2003 Dec	15028584
Transport of harman alkaloids across Caco-2 cell monolayers.	2004 Apr	15056950
Analysis of alpha- and beta-carbolines in mainstream smoke of reference cigarettes by gas chromatography-mass spectrometry.	2004 Aug 13	15387190
He's the dean of CEOs. Harman has held the top job at his West Virginia hospital for nearly 40 years--and counting.	2004 Aug 2	15332525
Harmane and harmalan are bioactive components of classical clonidine-displacing substance.	2004 Dec 28	15610033
Modulation of cytochrome P450 1A1 by food-derived heterocyclic aromatic amines.	2004 Jul 1	15147796
Uncoupled and surviving: individual mice with high metabolism have greater mitochondrial uncoupling and live longer.	2004 Jun	15153176
Mutagens formed from beta-carbolines with aromatic amines.	2004 Mar 25	15036005
Exposure to beta-carbolines norharman and harman.	2004 Mar 25	15036003
Occurrence of heterocyclic amines in several home-cooked meat dishes of the Spanish diet.	2004 Mar 25	15035999
High-performance liquid chromatographic analysis of beta-carbolines in human scalp hair.	2004 Mar 26	15058601
In vitro activity of the beta-carboline alkaloids harmane, harmine, and harmaline toward parasites of the species Leishmania infantum.	2004 Mar-Apr	15172213
Use of horseradish peroxidase for gene-directed enzyme prodrug therapy with paracetamol.	2004 May 4	15150627
Relative exposure to beta-carbolines norharman and harman from foods and tobacco smoke.	2004 Nov	15764332
The putative imidazoline receptor agonist, harmane, promotes intracellular calcium mobilisation in pancreatic beta-cells.	2004 Oct 6	15464060
Evaluation of power prediction equations: peak vertical jumping power in women.	2004 Sep	15354042
Matrix-assisted ultraviolet laser desorption/ionization time-of-flight mass spectrometry of beta-(1 --> 3), beta-(1 --> 4)-xylans from Nothogenia fastigiata using nor-harmane as matrix.	2005	15645484
Blood harmane concentrations and dietary protein consumption in essential tremor.	2005 Aug 9	16087903
Lack of combination hepatocarcinogenicity of harman, norharman and amitrole when given with NaNO2 in the rat.	2005 Feb	15800397
Estimate of illnesses from Salmonella enteritidis in eggs, United States, 2000.	2005 Jan	15705332
Modulation of voltage-gated channel currents by harmaline and harmane.	2005 Jan	15644868
Beta-carbolines induce apoptosis in cultured cerebellar granule neurons via the mitochondrial pathway.	2005 Jan	15617732
Human monoamine oxidase is inhibited by tobacco smoke: beta-carboline alkaloids act as potent and reversible inhibitors.	2005 Jan 14	15582589
Photochemistry of the alkaloids eudistomin N (6-bromo-nor-harmane) and eudistomin O (8-bromo-nor-harmane) and other bromo-beta-carbolines.	2005 Jul 1	15963435
Mitochondrial ageing of a polar and a temperate mud clam.	2005 May	15811430
Chronological and physiological ageing in a polar and a temperate mud clam.	2005 May	15811429
Fluorescence quenching of beta-carboline alkaloids in micellar media. A study to select the adequate surfactant to use in analytical techniques.	2005 May-Jun	15924317
Harmane inhibits serotonergic dorsal raphe neurons in the rat.	2005 Nov	16133137
Melatonin, immune function and aging.	2005 Nov 29	16316470
Investigation of the separation of heterocyclic aromatic amines by reversed phase ion-pair liquid chromatography coupled with tandem mass spectrometry: the role of ion pair reagents on LC-MS/MS sensitivity.	2005 Oct 25	15878313
Aging and gene expression in the primate brain.	2005 Sep	16048372
Characterisation of imidazoline I2 binding sites in pig brain.	2005 Sep 5	16109401
Comprehensive photochemistry and photophysics of land- and marine-based beta-carbolines employing time-resolved emission and flash transient spectroscopy.	2005 Sep-Oct	16268735
Monoamine oxidase inhibitors allow locomotor and rewarding responses to nicotine.	2006 Aug	16395299
Effect of chlorine as substituent on the photochemistry and acid-base properties of beta-carboline alkaloids.	2006 Feb 1	16263305
Understanding the importance of selenium and selenoproteins in muscle function.	2006 Jan	16314926
Human monoamine oxidase enzyme inhibition by coffee and beta-carbolines norharman and harman isolated from coffee.	2006 Jan 18	16139309
Antidepressant-like effect of harmane and other beta-carbolines in the mouse forced swim test.	2006 Jul	16183262
Analysis of monoamine oxidase enzymatic activity by reversed-phase high performance liquid chromatography and inhibition by beta-carboline alkaloids occurring in foods and plants.	2006 Jul 7	16386263
Phytochemical and pharmacological study of roots and leaves of Guiera senegalensis J.F. Gmel (Combretaceae).	2006 Jun 30	16443341
[Ageing free radicals and cellular stress].	2006 Mar	16527207
Autoradiographical distribution of imidazoline binding sites in monoamine oxidase A deficient mice.	2006 Mar	16476082
In vitro and ex vivo distribution of [3H]harmane, an endogenous beta-carboline, in rat brain.	2006 Mar	16242163
Theoretical study of structure, pKa, lipophilicity, solubility, absorption, and polar surface area of some centrally acting antihypertensives.	2006 Mar 15	16263295

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:43:12 GMT 2023` Edited by `admin` on `Fri Dec 15 19:43:12 GMT 2023`
Record UNII	82D6J0535P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HARMAN

Systematic Name

English

NSC-54439

Code

English

HARMAN [MI]

Common Name

English

9H-PYRIDO(3,4-B)INDOLE, 1-METHYL-

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

207-642-2