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Details

Stereochemistry ACHIRAL
Molecular Formula C6H11N3
Molecular Weight 125.1716
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N.ALPHA.-METHYLHISTAMINE

SMILES

CNCCC1=CN=CN1

InChI

InChIKey=PHSPJQZRQAJPPF-UHFFFAOYSA-N
InChI=1S/C6H11N3/c1-7-3-2-6-4-8-5-9-6/h4-5,7H,2-3H2,1H3,(H,8,9)

HIDE SMILES / InChI
Molecular Formula C6H11N3
Molecular Weight 125.1716
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

alpha-N-methyl-histamine is a metabolite of histamine that plays an important role in several (patho) physiological processes. alpha-N-methyl-histamine is being a potent agonist of histamine H3 receptor can be used as an effective therapeutic alternative in migraine patients.

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Histamine H3 receptor
46
Target ID: Q9QYN8
Gene ID: 85268.0
Gene Symbol: Hrh3
Target Organism: Rattus norvegicus (Rat)
Agonist
2752
 0.4 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Not Provided
511
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
What a Difference a Methyl Group Makes: The Selectivity of Monoamine Oxidase B Towards Histamine and N-Methylhistamine.
2017-02-24
N alpha methyl histamine versus propranolol in migraine prophylaxis.
2014-03
Review of commonly used clinical pathology parameters for general gastrointestinal disease with emphasis on small animals.
2014-01
Systematic analysis of histamine and N-methylhistamine concentrations in organs from two common laboratory mouse strains: C57Bl/6 and Balb/c.
2011-12
Characterization and tissue distribution of H3 histamine receptors in guinea pigs by N alpha-methylhistamine.
1990-05-16
Patents

Patents

EP2419099A2
2

Sample Use Guides

In Vivo Use Guide
in migraine prophylaxis: 1 to 3 ug twice a week
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:00:01 GMT 2025
Edited
by admin
on Mon Mar 31 19:00:01 GMT 2025
Record UNII
Y7QR253130
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N.ALPHA.-METHYLHISTAMINE
Systematic Name English
IMIDAZOLE, 4(OR 5)-(2-(METHYLAMINO)ETHYL)-
Preferred Name English
2-(1H-IMIDAZOL-4-YL)-N-METHYLETHANAMINE
Systematic Name English
4-(2-METHYLAMINOETHYL)-1H-IMIDAZOLE
Systematic Name English
N'-METHYLHISTAMINE
Systematic Name English
1H-IMIDAZOLE-4-ETHANAMINE, N-METHYL-
Systematic Name English
1H-IMIDAZOLE-5-ETHANAMINE, N-METHYL-
Systematic Name English
N-METHYLHISTAMINE
Systematic Name English
4-(2-(N-METHYLAMINO)ETHYL)IMIDAZOLE
Systematic Name English
4-(2-METHYLAMINOETHYL)IMIDAZOLE
Systematic Name English
METHYLHISTAMINE
Systematic Name English
IMIDAZOLE, 4-(2-(METHYLAMINO)ETHYL)-
Systematic Name English
Classification Tree Code System Code
LOINC 34345-9
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
LOINC 26053-9
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
LOINC 44340-8
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
LOINC 34344-2
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
LOINC 13781-0
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
LOINC 34346-7
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
LOINC 12714-2
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
LOINC 80152-2
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
Code System Code Type Description
FDA UNII
Y7QR253130
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
PRIMARY
PUBCHEM
912
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
PRIMARY
CAS
673-50-7
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
PRIMARY
EPA CompTox
DTXSID00217671
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
PRIMARY
CHEBI
29009
Created by admin on Mon Mar 31 19:00:01 GMT 2025 , Edited by admin on Mon Mar 31 19:00:01 GMT 2025
PRIMARY
NIH
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