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JN0001

Sigma-Aldrich

Alniditan dihydrochloride

≥98% (HPLC)

Synonym(s):

JNJ 16384810-AAC, N-[[(2R)-chroman-2-yl]methyl]-N′-(1,4,5,6-tetrahydropyrimidin-2-yl)propane-1,3-diamine dihydrochloride, R 91274, R091274

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About This Item

Empirical Formula (Hill Notation):
C17H26N4O·2HCl
CAS Number:
155428-00-5
Molecular Weight:
375.34
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -65 to -75°, c = 1.0 in methanol

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

room temp

SMILES string

[Cl-].N1CCCN=C1NCCCNC[C@@H]2Oc3c(cccc3)CC2.[H+]

InChI

1S/C17H26N4O.ClH/c1-2-6-16-14(5-1)7-8-15(22-16)13-18-9-3-10-19-17-20-11-4-12-21-17;/h1-2,5-6,15,18H,3-4,7-13H2,(H2,19,20,21);1H/t15-;/m1./s1

InChI key

BHFNHKKGGQTOBO-XFULWGLBSA-N

Biochem/physiol Actions

5-HT1B/5-HT1D agonist
Alniditan is a potent and selective serotonin 5-HT1B/5-HT1D receptor agonist that exhibits antimigraine effects.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000077238
0000077309
0000073465

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J E Leysen et al.
Molecular pharmacology, 50(6), 1567-1580 (1996-12-01)
Alniditan is a new migraine-abortive agent. It is a benzopyran derivative and therefore structurally unrelated to sumatriptan and other indole-derivatives and to ergoline derivatives. The action of sumatriptan is thought to be mediated by 5-hydroxytryptamine (5-HT)1D-type receptors. We investigated the
Pankaj Bhalla et al.
European journal of pharmacology, 436(1-2), 23-33 (2002-02-09)
Using a combination of reverse transcription polymerase chain reaction (RT-PCR) and inverse-PCR techniques, we amplified, cloned and sequenced a full-length porcine 5-hydroxytryptamine 1F (5-ht(1F)) receptor complementary DNA (cDNA) derived from porcine trigeminal ganglion. Sequence analysis revealed 1101 base pairs (bp)
A S Lesage et al.
British journal of pharmacology, 123(8), 1655-1665 (1998-05-30)
1. Alniditan, a novel migraine abortive agent, is a potent 5-HT1B/5-HT1D receptor agonist of nM affinity. We compared the agonistic properties of alniditan, sumatriptan and dihydroergotamine on the cloned human 5-HT1B receptor expressed at 200 fmol mg(-1) protein (Bmax) in

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