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143388-64-1

Basic Information
CAS No.: 143388-64-1
Name: NARATRIPTAN HYDROCHLORIDE (125 MG)F0C3600.998MG/MG(AI)
Article Data: 8
Molecular Structure:
Molecular Structure of 143388-64-1 (NARATRIPTAN HYDROCHLORIDE (125 MG)F0C3600.998MG/MG(AI))
Formula: C17H26ClN3O2S
Molecular Weight: 371.931
Synonyms: 1H-Indole-5-ethanesulfonamide,N-methyl-3-(1-methyl-4-piperidinyl)-, monohydrochloride (9CI);Amerge;GR85548A;N-Methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamidehydrochloride;Naramig;UNII-10X8X4P12Z;
Melting Point: 234-236 °C
Boiling Point: 541.3 °C at760mmHg
Flash Point: 281.2 °C
Appearance: Beige solid
Hazard Symbols: Xi
Risk Codes: 36
Safety: 26
PSA: 73.58000
LogP: 4.28040
Synthetic route
121679-13-8

naratriptan

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 30℃; for 1h; pH=1.0 - 1.5; Product distribution / selectivity;93.4%
With hydrogenchloride In methanol; water at 0 - 10℃;84%
With hydrogenchloride In methanol; ethanol at 5 - 25℃; pH=1.0;71.7%
With hydrogenchloride In isopropyl alcohol; acetone at 5 - 10℃; pH=1;
palladium oxide on charcoal

palladium oxide on charcoal

166306-28-1

N-methyl-2-[3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-indol-5-yl]ethenesulphonamide

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
In hydrogenchloride; methanesulfonic acid; water88%
With hydrogenchloride In water; ethyl acetate; N,N-dimethyl-formamide
With hydrogenchloride In water; ethyl acetate; N,N-dimethyl-formamide
121679-20-7

N-methyl-2-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]ethanesulfonamide

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
Stage #1: N-methyl-2-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]ethanesulfonamide With hydrogen; acetic acid; platinum(IV) oxide In methanol at 50 - 60℃; under 3677.86 Torr;
Stage #2: With hydrogenchloride In ethanol; isopropyl alcohol for 1h; Product distribution / selectivity; Reflux;
85%
Multi-step reaction with 2 steps
1.1: hydrogen; acetic acid / palladium 10% on activated carbon / 25 °C / 1448.05 - 2172.08 Torr
1.2: 10 °C / pH 7.5 - 8.5
2.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
palladium oxide on charcoal

palladium oxide on charcoal

166306-29-2

(E)-N-Methyl-2-[3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-indol-5-yl]ethene sulphonamide, hydrochloride

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
In methanol; water; ethyl acetate; N,N-dimethyl-formamide71.2%

C18H24N3O4S(1-)*Na(1+)

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water for 12h; pH=2; Product distribution / selectivity; Heating / reflux;
palladium oxide on charcoal

palladium oxide on charcoal

166306-28-1

N-methyl-2-[3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-indol-5-yl]ethenesulphonamide

7440-44-0

pyrographite

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate; N,N-dimethyl-formamide
With hydrogenchloride In ethyl acetate; N,N-dimethyl-formamide
98623-16-6

2-(4-amino-phenyl)ethanesulfonic acid methylamide

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: sodium hydrogencarbonate; iodine / dichloromethane / 25 - 30 °C
2.1: dichloromethane / 1.5 h / 25 °C
3.1: copper(l) iodide; lithium chloride / N,N-dimethyl-formamide / 0.5 h / 25 °C
3.2: 25 °C
4.1: potassium hydroxide; ethanol / 15 - 25 °C
5.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 80 - 85 °C
5.2: 0.5 h / 25 °C
6.1: trifluoroacetic acid / ethanol / 25 °C / Reflux
6.2: 10 - 15 °C / pH 8
7.1: hydrogen; acetic acid / palladium 10% on activated carbon / 25 °C / 1448.05 - 2172.08 Torr
7.2: 10 °C / pH 7.5 - 8.5
8.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydrogencarbonate; iodine / dichloromethane / 25 - 30 °C
2.1: dichloromethane / 1.5 h / 25 °C
3.1: copper(l) iodide; lithium chloride / N,N-dimethyl-formamide / 0.5 h / 25 °C
3.2: 25 °C
4.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 25 - 85 °C / Inert atmosphere
4.2: 0.5 h / 25 °C
5.1: trifluoroacetic acid / ethanol / 25 °C / Reflux
5.2: 10 - 15 °C / pH 8
6.1: hydrogen; acetic acid / palladium 10% on activated carbon / 25 °C / 1448.05 - 2172.08 Torr
6.2: 10 °C / pH 7.5 - 8.5
7.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
Multi-step reaction with 8 steps
1.1: sodium hydrogencarbonate; iodine / dichloromethane / 25 - 30 °C
2.1: methanol / 25 - 30 °C
2.2: 4 h / 25 - 30 °C
3.1: copper(l) iodide; lithium chloride / N,N-dimethyl-formamide / 0.5 h / 25 °C
3.2: 25 °C
4.1: potassium hydroxide; ethanol / 15 - 25 °C
5.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 80 - 85 °C
6.1: potassium hydroxide / methanol / 8 h / 60 - 65 °C
7.1: hydrogen; ethanol; triethylsilane / palladium 10% on activated carbon / ethanol / 25 - 30 °C
8.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
Multi-step reaction with 9 steps
1.1: sodium hydrogencarbonate; iodine / dichloromethane / 25 - 30 °C
2.1: methanol / 25 - 30 °C
2.2: 4 h / 25 - 30 °C
3.1: copper(l) iodide; lithium chloride / N,N-dimethyl-formamide / 0.5 h / 25 °C
3.2: 25 °C
4.1: potassium hydroxide; ethanol / 15 - 25 °C
5.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 80 - 85 °C
6.1: potassium hydroxide / methanol / 8 h / 60 - 65 °C
7.1: trifluoroacetic acid / dichloromethane / 0.17 h / 25 °C
7.2: 25 - 30 °C
7.3: 10 - 15 °C
8.1: hydrogen; acetic acid / palladium 10% on activated carbon / 25 °C / 724.03 Torr
8.2: 10 °C / pH 7.5 - 8.5
9.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
98623-50-8

N-Methyl-1H-indole-5-ethanesulphonamide

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trifluoroacetic acid / ethanol / 25 °C / Reflux
1.2: 10 - 15 °C / pH 8
2.1: hydrogen; acetic acid / palladium 10% on activated carbon / 25 °C / 1448.05 - 2172.08 Torr
2.2: 10 °C / pH 7.5 - 8.5
3.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
1268265-90-2

N-[2-iodo-4-(2-(methylsulfamoyl)ethyl)phenyl]acetamide

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: copper(l) iodide; lithium chloride / N,N-dimethyl-formamide / 0.5 h / 25 °C
1.2: 25 °C
2.1: potassium hydroxide; ethanol / 15 - 25 °C
3.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 80 - 85 °C
3.2: 0.5 h / 25 °C
4.1: trifluoroacetic acid / ethanol / 25 °C / Reflux
4.2: 10 - 15 °C / pH 8
5.1: hydrogen; acetic acid / palladium 10% on activated carbon / 25 °C / 1448.05 - 2172.08 Torr
5.2: 10 °C / pH 7.5 - 8.5
6.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
Multi-step reaction with 5 steps
1.1: copper(l) iodide; lithium chloride / N,N-dimethyl-formamide / 0.5 h / 25 °C
1.2: 25 °C
2.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 25 - 85 °C / Inert atmosphere
2.2: 0.5 h / 25 °C
3.1: trifluoroacetic acid / ethanol / 25 °C / Reflux
3.2: 10 - 15 °C / pH 8
4.1: hydrogen; acetic acid / palladium 10% on activated carbon / 25 °C / 1448.05 - 2172.08 Torr
4.2: 10 °C / pH 7.5 - 8.5
5.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
1268265-93-5

2-(4-benzylamino-3-iodophenyl)ethanesulfonic acid methylamide

143388-64-1

naratriptan hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: copper(l) iodide; lithium chloride / N,N-dimethyl-formamide / 0.5 h / 25 °C
1.2: 25 °C
2.1: potassium hydroxide; ethanol / 15 - 25 °C
3.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 80 - 85 °C
4.1: potassium hydroxide / methanol / 8 h / 60 - 65 °C
5.1: trifluoroacetic acid / dichloromethane / 0.17 h / 25 °C
5.2: 25 - 30 °C
5.3: 10 - 15 °C
6.1: hydrogen; acetic acid / palladium 10% on activated carbon / 25 °C / 724.03 Torr
6.2: 10 °C / pH 7.5 - 8.5
7.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
Multi-step reaction with 6 steps
1.1: copper(l) iodide; lithium chloride / N,N-dimethyl-formamide / 0.5 h / 25 °C
1.2: 25 °C
2.1: potassium hydroxide; ethanol / 15 - 25 °C
3.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 80 - 85 °C
4.1: potassium hydroxide / methanol / 8 h / 60 - 65 °C
5.1: hydrogen; ethanol; triethylsilane / palladium 10% on activated carbon / ethanol / 25 - 30 °C
6.1: hydrogenchloride / isopropyl alcohol; acetone / 5 - 10 °C / pH 1
View Scheme
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  • 143388-64-1  CAS NO.143388-64-1

  • Casno:

    143388-64-1

    143388-64-1 CAS NO.143388-64-1

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    1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

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Chemistry

IUPAC Name: N-Methyl-2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonamidehydrochloride 
Following is the structure of 1H-Indole-5-ethanesulfonamide,N-methyl-3-(1-methyl-4-piperidinyl)-, hydrochloride (1:1) (CAS NO.143388-64-1):
                             
Empirical Formula: C17H26ClN3O2S
Molecular Weight: 371.9252
Flash Point: 281.2 °C
Melting point: 234-236 °C
Enthalpy of Vaporization: 81.91 kJ/mol
Boiling Point: 541.3 °C at 760 mmHg
Vapour Pressure: 8.81E-12 mmHg at 25 °C
Appearance of 1H-Indole-5-ethanesulfonamide,N-methyl-3-(1-methyl-4-piperidinyl)-, hydrochloride (1:1) (CAS NO.143388-64-1): Beige Solid
Product Categories of 1H-Indole-5-ethanesulfonamide,N-methyl-3-(1-methyl-4-piperidinyl)-, hydrochloride (1:1) (CAS NO.143388-64-1): Intermediates & Fine Chemicals; Pharmaceuticals
Canonical SMILES: CNS(=O)(=O)CCC1=CC2=C(C=C1)NC=C2C3CCN(CC3)C.Cl
InChI: InChI=1S/C17H25N3O2S.ClH/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14;/h3-4,11-12,14,18-19H,5-10H2,1-2H3;1H
InChIKey: AWEZYKMQFAUBTD-UHFFFAOYSA-N

Uses

 1H-Indole-5-ethanesulfonamide,N-methyl-3-(1-methyl-4-piperidinyl)-, hydrochloride (1:1) (CAS NO.143388-64-1) is a triptan drug and is used for the treatment of migraine headaches.

Specification

 1H-Indole-5-ethanesulfonamide,N-methyl-3-(1-methyl-4-piperidinyl)-, hydrochloride (1:1) , its cas register number 143388-64-1. It also can be called  Naratriptan hydrochloride ; Amerge ; GR 85548A ; Monohydrochloride ; Naratriptan HCl ; Naratriptan hydrochloride ; UNII-10X8X4P12Z ; and N-Methyl-3-(1-methylpiperidin-4-yl)-1H-indole-5-ethanesulfonamide hydrochloride . Its classification code is Antimigraine.