serotonin hydrochloride
Conditions | Yield |
---|---|
Stage #1: C10H10N2O3 With hydrogen In methanol at 30℃; Autoclave; Industrial scale; Stage #2: With hydrogenchloride In methanol; water Autoclave; Industrial scale; | 91% |
tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate
serotonin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water; ethyl acetate at 25℃; for 0.166667h; |
4-chlorocarbonyl-piperazine-1-carboxylic acid benzyl ester
serotonin hydrochloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; N,N-dimethyl-formamide at 25℃; for 15h; | 100% |
di-tert-butyl dicarbonate
serotonin hydrochloride
tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 3h; | 100% |
With sodium hydrogencarbonate; sodium chloride In chloroform; water for 3h; Reflux; | 95% |
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 6h; | 94% |
serotonin hydrochloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 110℃; | 100% |
Conditions | Yield |
---|---|
With sodium carbonate In tetrahydrofuran at 20℃; for 2h; | 98% |
Conditions | Yield |
---|---|
With sodium methylate; sodium cyanoborohydride; acetic acid In methanol at 20℃; pH=5-6; Inert atmosphere; Cooling with ice; | 98% |
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
serotonin hydrochloride
tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate
Conditions | Yield |
---|---|
With TEA In 1,4-dioxane; water at 45℃; for 1h; | 97.8% |
Conditions | Yield |
---|---|
Stage #1: 7-phenylheptanoic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h; Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.; | 92% |
Conditions | Yield |
---|---|
Stage #1: 8-phenyloctanoic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h; Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.; | 92% |
(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid
serotonin hydrochloride
(Z,Z,Z)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-octadeca-9,12,15-trienamide
Conditions | Yield |
---|---|
Stage #1: (9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h; Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.; | 88% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h; | 88% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h; | 88% |
Conditions | Yield |
---|---|
Stage #1: lauric acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h; Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.; | 87% |
Conditions | Yield |
---|---|
Stage #1: Thioctic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h; Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.; | 86% |
3-(1,3-benzodioxol-5-yl)-2,2-dichloropropanoic acid
serotonin hydrochloride
3-(1,3-benzodioxol-5-yl)-2,2-dichloro-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)propanamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h; | 86% |
Stage #1: serotonin hydrochloride In N,N-dimethyl-formamide at 0℃; for 3h; Stage #2: 3-(1,3-benzodioxol-5-yl)-2,2-dichloropropanoic acid With diphenylphosphoranyl azide In N,N-dimethyl-formamide at 20℃; for 36h; | 84% |
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h; | 181 mg |
Conditions | Yield |
---|---|
Stage #1: linoleic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h; Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.; | 85% |
Conditions | Yield |
---|---|
Stage #1: undecylenic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h; Stage #2: serotonin hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Further stages.; | 85% |
Conditions | Yield |
---|---|
With sodium methylate; sodium cyanoborohydride; acetic acid In methanol; water at 20℃; for 2h; pH=5 - 9; Inert atmosphere; | 85% |
With sodium methylate; sodium cyanoborohydride; acetic acid In methanol; water at 20℃; |
3-(4-hydroxy-3-methoxyphenyl)propionic acid
serotonin hydrochloride
C20H22N2O4
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 85% |
Conditions | Yield |
---|---|
With pyridine In N,N-dimethyl-formamide at 20℃; for 10h; | 84% |
With pyridine In N,N-dimethyl-formamide at 20℃; for 24h; | 62% |
With pyridine In N,N-dimethyl-formamide at 20℃; for 24h; | 62% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 83.7% |
The IUPAC name of Serotonin hydrochloride is 3-(2-aminoethyl)-1H-indol-5-ol hydrochloride. With the CAS registry number 153-98-0, it is also named as 5-Hydroxytryptamine hydrochloride. The product's categories are Tryptamines; Indoles. I is white to cream powder which is stable, but light sensitive and hygroscopic. It is also incompatible with strong oxidizing agents. In addition, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.21; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 4; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 17.4 Å2; (7)Flash Point: 205.4 °C; (8)Enthalpy of Vaporization: 69.52 kJ/mol; (9)Boiling Point: 416.1 °C at 760 mmHg; (10)Vapour Pressure: 1.63E-07 mmHg at 25°C; (11)Rotatable Bond Count: 2; (12)Tautomer Count: 9; (13)Exact Mass: 212.071641; (14)MonoIsotopic Mass:212.071641; (15)Topological Polar Surface Area: 62; (16)Heavy Atom Count: 14; (17)Complexity: 174.
Preparation of Serotonin hydrochloride: It is a biochemical messenger and regulator, synthesized from the essential amino acid L-tryptophan.
Uses of Serotonin hydrochloride: It can react with fluoroacetic acid to get 2-fluoro-N-[2-(5-hydroxy-1H-indol-3-yl)-ethyl]-acetamide. This reaction needs reagent DCC and solvents H2O, tetrahydrofuran at ambient temperature. The yield is 71.5%.
When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES:Cl.Oc1cc2c(cc1)ncc2CCN
2. InChI:InChI=1/C10H12N2O.ClH/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10;/h1-2,5-6,12-13H,3-4,11H2;1H
3. InChIKey:MDIGAZPGKJFIAH-UHFFFAOYAF
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