4-cyanomethylimidazole
histamine
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 60℃; for 1h; Autoclave; Industrial scale; | 66% |
With ammonia; nickel |
4-(2-chloroethyl)-1H-imidazole
histamine
Conditions | Yield |
---|---|
With ethanol; ammonia |
monocloridrato di 2-(2-tiono-4-imidazolin-4-il)etilamina
histamine
Conditions | Yield |
---|---|
With water; iron(III) chloride |
Conditions | Yield |
---|---|
bei der Zersetzung durch Bakterien der Coli-Typhus-Gruppe; | |
bei der Zersetzung durch Bakterien der Coli-Typhus-Gruppe in saurem Medium und bei Gegenwart von kohlenstoff- und stickstoffliefernden Substanzen; | |
Bakterielle Bildung bei der Faeulnis von Sojabohnen zurueckzufuehren; |
Conditions | Yield |
---|---|
With sulfuric acid at 240 - 250℃; |
Conditions | Yield |
---|---|
at 240℃; unter vermindertem Druck; Behandeln des Reaktionsprodukts mit konz. Salzsaeure bei 180gradC; | |
at 240℃; im Vakuum und Behandeln des Reaktionsprodukts mit konz.Salzsaeure bei 180grad; |
Conditions | Yield |
---|---|
Multistep reaction; |
Anguibactin
A
histamine
B
2,3-Dihydroxybenzoic acid
C
Dehydrocystine
Conditions | Yield |
---|---|
With hydrogenchloride at 100℃; for 24h; |
histamine
Conditions | Yield |
---|---|
With tri-n-propylamine In gas at 69.9℃; Thermodynamic data; δΔGH+(g), var. bases; |
histamine
Conditions | Yield |
---|---|
With ethanol; sodium |
Conditions | Yield |
---|---|
at 265 - 270℃; |
Conditions | Yield |
---|---|
at 265 - 270℃; |
Conditions | Yield |
---|---|
mit UV-Licht; |
Conditions | Yield |
---|---|
durch Faeulnisbakterien; | |
durch Faeulnisbakterien; |
Conditions | Yield |
---|---|
durch Faeulnisbakterien; | |
durch Faeulnisbakterien; |
Conditions | Yield |
---|---|
at 265 - 270℃; |
Conditions | Yield |
---|---|
durch Faeulnisbakterien; | |
durch Faeulnisbakterien; |
Conditions | Yield |
---|---|
durch Faeulnisbakterien; |
Conditions | Yield |
---|---|
durch Faeulnisbakterien; |
Conditions | Yield |
---|---|
durch Faeulnisbakterien; |
Conditions | Yield |
---|---|
at 240 - 250℃; |
water
monocloridrato di 2-(2-tiono-4-imidazolin-4-il)etilamina
iron(III) chloride
histamine
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With Enterobacter aerogenes DL-1 histidine decarboxylase In aq. phosphate buffer at 40℃; pH=6.8; Kinetics; Concentration; Enzymatic reaction; | |
Multi-step reaction with 2 steps 1: trichloroisocyanuric acid; sodium hydroxide / water / 0.5 h / 20 °C / Industrial scale 2: hydrazine hydrate / ethanol / 1 h / 60 °C / Autoclave; Industrial scale View Scheme | |
With copper(I) bromide at 100 - 110℃; for 10h; Inert atmosphere; Darkness; | |
With pyridoxal 5'-phosphate; C179S/C417S double mutant of histidine decarboxylase from human In aq. phosphate buffer at 37℃; for 0.0833333h; pH=6.5; Kinetics; Reagent/catalyst; Enzymatic reaction; |
Conditions | Yield |
---|---|
With histamine dehydrogenase from Rhizobium species Enzymatic reaction; |
Conditions | Yield |
---|---|
In methanol; water at 150℃; for 1.5h; Sealed tube; |
Conditions | Yield |
---|---|
In methanol for 4h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In acetone for 0.166667h; Heating; | 100% |
With sodium hydrogencarbonate In acetone at 30 - 100℃; Kinetics; Product distribution; |
histamine
trifluoroacetic anhydride
2,2,2-trifluoro-N-[2-(1H-imidazol-4-yl)ethyl]acetamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 100% |
histamine
8-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepine-11-thione
Conditions | Yield |
---|---|
In 2-ethoxy-ethanol; hexane; dichloromethane; ethyl acetate | 99.2% |
histamine
bis(β-isocyanatoethyl)disulfide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 24h; | 99% |
histamine
2-phenyl-4-(adamantane-2'-spiro)-oxazolin-5-one
N-[(2-benzoylamino-adamantan-2-yl)carbonyl]-2-(imidazol-4-yl)-ethylamine
Conditions | Yield |
---|---|
In acetonitrile at 60℃; for 0.116667h; | 99% |
In tetrahydrofuran; dichloromethane at 100℃; Flow reactor; | 0.390 g |
diethylenetriaminepentaacetic dianhydride
histamine
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 6h; Acylation; addition; | 95% |
(Z)-5-[(methylthio)(4-methylphenylamino)methylidene]-1-(4-methoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione
histamine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 0.05h; Heating; | 95% |
Conditions | Yield |
---|---|
In acetonitrile at 95℃; | 95% |
Conditions | Yield |
---|---|
In ethanol for 55h; Reflux; | 95% |
histamine
ethyl 4-amino-7-(pyridin-4-yl)pyrrolo[2,1-f][1,2,4]triazine-5-carboxylate
4-amino-N-(2-(1H-imidazol-4-yl)ethyl)-7-(4-pyridinyl)pyrrolo[2,1-f][1,2,4]triazine-5-carboxamide
Conditions | Yield |
---|---|
at 100℃; for 2.5h; Inert atmosphere; | 94% |
histamine
4-((E)-2-(dimethylamino)vinyl)-5,5-dimethyl-2-oxo-2,5-dihydrofuran-3-carbonitrile
4-(2-(1H-imidazol-4-yl)ethylamino)-1,1-dimethylfuro[3,4-c]pyridin-3(1H)-one
Conditions | Yield |
---|---|
Heating; | 94% |
histamine
N-tert-butoxycarbonyl-γ-aminobutyric acid pentafluorophenyl ester
N-tert-butoxycarbonyl-γ-aminobutyrylhistamine
Conditions | Yield |
---|---|
93% | |
In N,N-dimethyl-formamide a) 20 deg C, 1 h, b) 0 deg C, 24 h; | 92.47% |
Conditions | Yield |
---|---|
Stage #1: C50H74N2O6Si With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide for 0.0833333h; Stage #2: histamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; | 93% |
Conditions | Yield |
---|---|
In isopropyl alcohol at 70℃; for 19h; | 93% |
Conditions | Yield |
---|---|
In toluene for 5h; Heating; | 92% |
In toluene Condensation; Heating; | |
In toluene for 3h; Condensation; Heating; Dean-Stark conditions; |
Conditions | Yield |
---|---|
In chloroform Heating; | 92% |
Conditions | Yield |
---|---|
With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl acetamide at 20℃; for 12h; Inert atmosphere; Darkness; | 92% |
Conditions | Yield |
---|---|
In chloroform for 20h; Inert atmosphere; Reflux; | 92% |
histamine
N-methyl-2-imidazolcarboxaldehyde
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; | 92% |
Conditions | Yield |
---|---|
In pyridine for 3h; Ambient temperature; | 91% |
Molecular Structure:
Molecular Formula: C5H9N3
Molecular Weight: 111.1451
IUPAC Name: 2-(1H-Imidazol-5-yl)ethanamine
Synonyms of Histamine (CAS NO.51-45-6): Histamine [USAN] ; 1H-Imidazole-4-ethanamine ; 2-(4-Imidazolyl)ethylamine ; 4-(2-Aminoethyl)-1H-imidazole ; 5-Imidazoleethylamine ; CCRIS 6535 ; EINECS 200-100-6 ; Eramin ; Ergamine ; Ergotidine ; Ethylamine, 2-imidazol-4-yl- ; Free histamine ; HSDB 3338 ; Imidazole, 4-(2-aminoethyl)- ; Imidazole-4-ethylamine ; Istamina ; Istamina [Italian] ; NSC 33792 ; Theramine ; UNII-820484N8I3 ; beta-Aminoethylglyoxaline ; beta-Aminoethylimidazole ; beta-Imidazolyl-4-ethylamine ; 1H-Imidazole-5-ethanamine ; 2-Imidazol-4-ylethylamine
CAS NO: 51-45-6
Classification Code: Histamine Agents ; Histamine Agonists ; Mutation data ; Natural Product ; Neurotransmitter Agents ; Reproductive Effect
Melting point: 83-84 °C
Index of Refraction: 1.567
Molar Refractivity: 31.86 cm3
Molar Volume: 97.4 cm3
Surface Tension: 56 dyne/cm
Density: 1.14 g/cm3
Flash Point: 180.3 °C
Enthalpy of Vaporization: 57.36 kJ/mol
Boiling Point: 331 °C at 760 mmHg
Vapour Pressure: 0.00016 mmHg at 25 °C
Histamine (CAS NO.51-45-6) is derived from the decarboxylation of the amino acid histidine, a reaction catalyzed by the enzyme L-histidine decarboxylase.
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) | BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | "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: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: ATAXIA | 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) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | "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: DYSPNEA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | 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. |
Hazard Codes of Histamine (CAS NO.51-45-6): Xn
Risk Statements: 22-36/37/38-42/43
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R42/43: May cause sensitization by inhalation and skin contact.
Safety Statements: 22-26-36/37
S22: Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37: Wear suitable protective clothing and gloves.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: MS1050000
F: 3-10-23
HazardClass: 6.1(b)
PackingGroup: III
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