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Merck
CN

D9071

Sigma-Aldrich

Donitriptan monohydrochloride

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C23H25N5O2 · HCl
CAS Number:
170911-68-9
Molecular Weight:
439.94
MDL number:
MFCD09027358
UNSPSC Code:
12352200
PubChem Substance ID:
329798891
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

H2O: >20 mg/mL

storage temp.

2-8°C

SMILES string

Cl.NCCc1c[nH]c2ccc(OCC(=O)N3CCN(CC3)c4ccc(cc4)C#N)cc12

InChI

1S/C23H25N5O2.ClH/c24-8-7-18-15-26-22-6-5-20(13-21(18)22)30-16-23(29)28-11-9-27(10-12-28)19-3-1-17(14-25)2-4-19;/h1-6,13,15,26H,7-12,16,24H2;1H

InChI key

ZXENQGQAPOYDOJ-UHFFFAOYSA-N

Biochem/physiol Actions

Donitriptan is a potent, selective 5-HT1B/1D agonist.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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G W John et al.
The Journal of pharmacology and experimental therapeutics, 290(1), 83-95 (1999-06-25)
F 11356 (4-[4-[2-(2-aminoethyl)-1H-indol-5-yloxyl]acetyl]piperazinyl-1-yl] ben zonitrile) was designed to take advantage of the superior potency and efficacy characteristics of 5-hydroxytryptamine (5-HT) compared with tryptamine at 5-HT1B/1D receptors. F 11356 has subnanomolar affinity for cloned human and nonhuman 5-HT1B and 5-HT1D receptors
E Muñoz-Islas et al.
British journal of pharmacology, 149(1), 82-91 (2006-08-02)
It has been suggested that during a migraine attack capsaicin-sensitive trigeminal sensory nerves release calcitonin gene-related peptide (CGRP), resulting in cranial vasodilatation and central nociception; hence, trigeminal inhibition may prevent this vasodilatation and abort migraine headache. This study investigated the
M Dukat
Current opinion in investigational drugs (London, England : 2000), 2(3), 415-418 (2001-09-29)
Pierre Fabre is developing donitriptan, a piperazide 5-HT1D agonist, as a potential treatment for migraine [175854]. In January 2001, donitriptan had completed phase I trials for migraine and was scheduled to enter phase II development [396027]. This compound has an
V Limmroth et al.
Pain, 92(1-2), 101-106 (2001-04-27)
Calcitonin gene related peptide (CGRP) released from the C-fibers projecting from the trigeminal ganglion to the meninges has been suggested to play a crucial role in the pathophysiology of headache, particularly migraine. In humans it has been shown that CGRP
Hermann Mucke
Expert opinion on investigational drugs, 11(12), 1813-1820 (2002-11-30)
While oral formulations of agonists at the serotonin (5-HT) receptor subdivisions 5-HT(1B/1D)--the "triptan" class of drugs--dominate the market for migraine therapy and while still more triptans are under development, recent research efforts have also explored other pharmacological avenues, which are
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