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Substance Name: Histamine [USAN]
RN: 51-45-6
UNII: 820484N8I3
InChIKey: NTYJJOPFIAHURM-UHFFFAOYSA-N

Note

  • An amine derived by enzymatic decarboxylation of HISTIDINE. It is a powerful stimulant of gastric secretion, a constrictor of bronchial smooth muscle, a vasodilator, and also a centrally acting neurotransmitter.

Molecular Formula

  • C5-H9-N3

Molecular Weight

  • 111.1471
 

Classification Codes

  • Histamine Agents
  • Histamine Agonists
  • Mutation Data
  • Natural Product
  • Neurotransmitter Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Histamine
  • Histamine [USAN]

MeSH Heading

  • Histamine

Synonyms

  • 1H-Imidazole-4-ethanamine
  • 2-(4-Imidazolyl)ethylamine
  • 4-(2-Aminoethyl)-1H-imidazole
  • 5-Imidazoleethylamine
  • beta-Aminoethylglyoxaline
  • beta-Aminoethylimidazole
  • beta-Imidazolyl-4-ethylamine
  • CCRIS 6535
  • EINECS 200-100-6
  • Eramin
  • Ergamine
  • Ergotidine
  • Ethylamine, 2-imidazol-4-yl-
  • Free histamine
  • Histamine
  • HSDB 3338
  • Imidazole, 4-(2-aminoethyl)-
  • Imidazole-4-ethylamine
  • Istamina
  • Istamina [Italian]
  • NSC 33792
  • Theramine
  • UNII-820484N8I3

Systematic Names

  • 1H-Imidazole-4-ethanamine
  • 1H-Imidazole-5-ethanamine
  • 2-Imidazol-4-ylethylamine
  • Histamine

Registry Numbers

CAS Registry Number

  • 51-45-6

FDA UNII

  • 820484N8I3

Other Registry Numbers

  • 64422-25-9
  • 924364-91-0

System Generated Number

  • 0000051456

Structure Descriptors

InChI

1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)

InChIKey

NTYJJOPFIAHURM-UHFFFAOYSA-N

Smiles

c1nc(c[nH]1)CCN

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 34mg/kg (34mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 185, Pg. 461, 1937.
dog LD50 intravenous 7mg/kg (7mg/kg) CARDIAC: OTHER CHANGES Indian Veterinary Journal. Vol. 57, Pg. 31, 1980.
dog LDLo subcutaneous 28500ug/kg (28.5mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: COMA
"Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 718, 1948.
frog LDLo subcutaneous 1700mg/kg (1700mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 718, 1948.
guinea pig LD50 intraperitoneal 5mg/kg (5mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 736, 1948.
guinea pig LD50 intravenous 180ug/kg (0.18mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 45, 1949.
guinea pig LDLo oral 200mg/kg (200mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 718, 1948.
guinea pig LDLo subcutaneous 8mg/kg (8mg/kg)   Farmaco, Edizione Scientifica. Vol. 9, Pg. 379, 1954.
monkey LDLo intravenous 50mg/kg (50mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 718, 1948.
mouse LD50 intraperitoneal 725mg/kg (725mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 17, Pg. 137, 1961.
mouse LD50 intravenous 385mg/kg (385mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 89, 1979.
mouse LD50 oral 220mg/kg (220mg/kg)   Japanese Journal of Toxicology. Vol. 4, Pg. 105, 1991.
mouse LD50 subcutaneous 2500mg/kg (2500mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 89, 1979.
rabbit LDLo intravenous 2mg/kg (2mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 784, 1948.
rabbit LDLo subcutaneous 12mg/kg (12mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
"Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 718, 1948.
rat LD50 intravenous 630mg/kg (630mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 89, 1979.
rat LDLo subcutaneous 250mg/kg (250mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 185, Pg. 461, 1937.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 86 deg C   EXP
pKa Dissociation Constant 9.8 (none) 25 EXP
log P (octanol-water) -0.7 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EST
Vapor Pressure 2.22E-04 mm Hg 25 EST
Henry's Law Constant 5.66E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.22E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.