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| CAS No.: | 153-98-0 |
|---|---|
| Name: | Serotonin hydrochloride |
| Article Data: | 2 |
| Molecular Structure: | |
|
|
|
| Formula: | C10H12N2O.HCl |
| Molecular Weight: | 212.679 |
| Synonyms: | 1H-Indol-5-ol,3-(2-aminoethyl)-, monohydrochloride (9CI);Indol-5-ol, 3-(2-aminoethyl)-,monohydrochloride (8CI);3-(2-Aminoethyl)-1H-indol-5-ol hydrochloride;5-Hydroxytryptamine hydrochloride;Hippophaine hydrochloride;Serotoninhydrochloride; |
| EINECS: | 244-464-4 |
| Melting Point: | 168-172 °C |
| Boiling Point: | 416.1 °C at 760 mmHg |
| Flash Point: | 205.4 °C |
| Solubility: | soluble in water |
| Appearance: | white to cream powder |
| Hazard Symbols: |
 Xn,  Xi
|
| Risk Codes: | 20/21/22-36/37/38 |
| Safety: | 22-26-36 |
| Transport Information: | UN 2811 |
| PSA: | 62.04000 |
| LogP: | 2.87700 |
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- 153-98-0
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% |
- 53157-48-5
tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate
- 153-98-0
serotonin hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; water; ethyl acetate at 25℃; for 0.166667h; |
- 25539-27-9
4-chlorocarbonyl-piperazine-1-carboxylic acid benzyl ester
- 153-98-0
serotonin hydrochloride
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane; N,N-dimethyl-formamide at 25℃; for 15h; | 100% |
- 24424-99-5
di-tert-butyl dicarbonate
- 153-98-0
serotonin hydrochloride
- 53157-48-5
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% |
- 153-98-0
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% |
- 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
- 153-98-0
serotonin hydrochloride
- 53157-48-5
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% |
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Specification
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%.
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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