Almotriptan

Almotriptan Structure
CAS No.
154323-57-6
Chemical Name:
Almotriptan
Synonyms
LAS-31416;Almotriptan;LAS-31416-d6;ALMOTRIPTAN-D6;AlMotriptan API;ALMOTRIPTAN(SUBJECTTOPATENETFREE);1-[[3-(2-dimethylaminoethyl)-5-indolyl]methanesulphonyl]pyrrolidine;N,N-dimethyl-5-[(1-pyrrolidinylsulfonyl)methyl]-1H-Indole-3-ethanamine;1-[[3-(2-dimethylaminoethyl)-5-indolyl]methanesulphonyl]pyrrolidine-d6;1-[[[2-(Dimethyl-amino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]pyrrolidine
CBNumber:
CB7716603
Molecular Formula:
C17H25N3O2S
Molecular Weight:
335.46
MOL File:
154323-57-6.mol
Modify Date:
2024/7/2 8:55:17

Almotriptan Properties

Boiling point 538.7±60.0 °C(Predicted)
Density 1.27±0.1 g/cm3(Predicted)
pka 16.92±0.30(Predicted)
form Solid
color White to off-white
CAS DataBase Reference 154323-57-6(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Almotriptan Chemical Properties,Uses,Production

Description

Almotriptan was first marketed in Spain as a new medicine against acute attacks of migraine. It is the fifth agent belonging to the “triptan” class to be launched after sumatriptan, naratriptan, zolmitriptan and rizatriptan. This close structural analog of sumatriptan can be prepared in six steps from 4-nitrobenzylsulfonyl chloride with a Fischer indole synthesis as the key step. Almotriptan acts as a dual 5-HT1D/1B agonist with a 35 to 51-fold selectivity versus 5-HT1A and 5-HT7 receptors respectively as well as having insignificant affinity for the most relevant nonserotonergic receptors (K1>1μM). Its agonistic effect on 5-HT,n receptors of trigeminal sensory neurons turns off neurogenic inflammation by inhibiting the release of neuropeptides such as calcitonin gene-related peptide, neurokinin A and substance P. Concomitantly, its action on the 5-HT1B receptors in meningeal arteries relieves the vasodilatation of these vessels associated with migraine attacks. Almotriptan causes selective concentration-dependent vasoconstriction of human meningeal and temporal arteries (with EC50 of 0.03 and 0.7 μM) compared to basilar (EC50 = 3.5 μM) and pulmonary arteries (EC50>10μM) or rabbit mesenteric and renal arteries (EC50>100 μM). Although it is predominantly cleared by the kidneys as unchanged drug (45%) or transformed into inactive metabolites by monoamine oxidase A (MAO-A) and CYP3A4 enzymes in the liver, almotriptan has the highest oral bioavailability (70%) of the triptans and has a half-life of 3.5 h. The therapeutic dose of 12.5 mg is well tolerated, shows a rapid onset of action (30 min) and low recurrence rate compared to sumatriptan.

Uses

Serotonin 5HT1B /1D-receptor agonist

Definition

ChEBI: An indole compound having a 2-(dimethylamino)ethyl group at the 3-position and a (pyrrolidin-1-ylsulfonyl)methyl group at the 5-position.

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Almotriptan Spectrum

LAS-31416-d6 ALMOTRIPTAN(SUBJECTTOPATENETFREE) Almotriptan N,N-Dimethyl-2-[5-(pyrrolidin-1-ylsulfonylmethyl)-1H-indol-3-yl]-ethanamine dimethyl-[2-[5-(pyrrolidin-1-ylsulfonylmethyl)-1H-indol-3-yl]ethyl]amine AlMotriptan API N,N-dimethyl-5-[(1-pyrrolidinylsulfonyl)methyl]-1H-Indole-3-ethanamine ALMOTRIPTAN-D6 1-[[[2-(Dimethyl-amino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]pyrrolidine 1-[[3-(2-dimethylaminoethyl)-5-indolyl]methanesulphonyl]pyrrolidine LAS-31416 1-[[[2-(Dimethyl-amino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]pyrrolidine-d6 1-[[3-(2-dimethylaminoethyl)-5-indolyl]methanesulphonyl]pyrrolidine-d6 1H-Indole-3-ethanamine, N,N-dimethyl-5-[(1-pyrrolidinylsulfonyl)methyl]- AlmotriptanQ: What is Almotriptan Q: What is the CAS Number of Almotriptan Q: What is the storage condition of Almotriptan Q: What are the applications of Almotriptan 154323-57-6 C17H19D6N3O2S Intermediates & Fine Chemicals Isotope Labeled Compounds Pharmaceuticals APIs Isotope Labelled Compounds Heterocyclic Compounds