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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H26N4O.2ClH
Molecular Weight 375.336
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALNIDITAN DIHYDROCHLORIDE

SMILES

Cl.Cl.C(CNC[C@H]1CCC2=C(O1)C=CC=C2)CNC3=NCCCN3

InChI

InChIKey=GDNITZYKOOTAFK-QCUBGVIVSA-N
InChI=1S/C17H26N4O.2ClH/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);2*1H/t15-;;/m1../s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C17H26N4O
Molecular Weight 302.4145
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Alniditan is a non-indole migraine-abortive agent. It is a benzopyran derivative The action of sumatriptan is thought to be mediated by 5-hydroxytryptamine (5-HT)1D-type receptors. Alniditan did not attenuate substance P-induced inflammation, suggesting that the mediating receptors are located prejunctionally. In vitro alniditan exhibited less vasoconstrictive effects on the rat basilar artery than did sumatriptan, although at a very high concentration, alniditan caused intensive constriction, most likely through a mechanism independent from 5-HT receptor activation. Alniditan dose dependently attenuated the neurogenic inflammation and was more potent than sumatriptan. Adverse effects are: head pressure, paraesthesia, and hot flushes.

Approval Year

PubMed

PubMed

TitleDatePubMed
Alniditan, a new 5-hydroxytryptamine1D agonist and migraine-abortive agent: ligand-binding properties of human 5-hydroxytryptamine1D alpha, human 5-hydroxytryptamine1D beta, and calf 5-hydroxytryptamine1D receptors investigated with [3H]5-hydroxytryptamine and [3H]alniditan.
1996 Dec
Agonistic properties of alniditan, sumatriptan and dihydroergotamine on human 5-HT1B and 5-HT1D receptors expressed in various mammalian cell lines.
1998 Apr

Sample Use Guides

Single dose - 1.4 mg
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:36:29 UTC 2023
Edited
by admin
on Fri Dec 15 16:36:29 UTC 2023
Record UNII
54PE58MGKB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALNIDITAN DIHYDROCHLORIDE
USAN  
USAN  
Official Name English
1,3-PROPANEDIAMINE, N1-(((2R)-3,4-DIHYDRO-2H-1-BENZOPYRAN-2-YL)METHYL)-N3-(1,4,5,6-TETRAHYDRO-2-PYRIMIDINYL)-, HYDROCHLORIDE (1:2)
Systematic Name English
R-91274
Code English
(-)-2-((3-(((R)-2-CHROMANYLMETHYL)AMINO)PROPYL)AMINO)-1,4,5,6-TETRAHYDROPYRIMIDINE DIHYDROCHLORIDE
Systematic Name English
ALNIDITAN DIHYDROCHLORIDE [USAN]
Common Name English
1,3-PROPANEDIAMINE, N-((3,4-DIHYDRO-2H-1-BENZOPYRAN-2-YL)METHYL)-N'-(1,4,5,6-TETRAHYDRO-2-PYRIMIDINYL)-, DIHYDROCHLORIDE, (R)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Fri Dec 15 16:36:29 UTC 2023 , Edited by admin on Fri Dec 15 16:36:29 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C142913
Created by admin on Fri Dec 15 16:36:29 UTC 2023 , Edited by admin on Fri Dec 15 16:36:29 UTC 2023
PRIMARY
ChEMBL
CHEMBL88240
Created by admin on Fri Dec 15 16:36:29 UTC 2023 , Edited by admin on Fri Dec 15 16:36:29 UTC 2023
PRIMARY
CAS
155428-00-5
Created by admin on Fri Dec 15 16:36:29 UTC 2023 , Edited by admin on Fri Dec 15 16:36:29 UTC 2023
PRIMARY
USAN
II-89
Created by admin on Fri Dec 15 16:36:29 UTC 2023 , Edited by admin on Fri Dec 15 16:36:29 UTC 2023
PRIMARY
PUBCHEM
9907628
Created by admin on Fri Dec 15 16:36:29 UTC 2023 , Edited by admin on Fri Dec 15 16:36:29 UTC 2023
PRIMARY
EPA CompTox
DTXSID00935207
Created by admin on Fri Dec 15 16:36:29 UTC 2023 , Edited by admin on Fri Dec 15 16:36:29 UTC 2023
PRIMARY
FDA UNII
54PE58MGKB
Created by admin on Fri Dec 15 16:36:29 UTC 2023 , Edited by admin on Fri Dec 15 16:36:29 UTC 2023
PRIMARY
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