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SML0248

Sigma-Aldrich

Zolmitriptan

≥98% (HPLC)

Synonym(e):

(4S)-4-((3-(2-(Dimethylamino)-ethyl)-1H-indol-5-yl)-methyl)-2-oxazolidinon, (S)-4-((3-(2-(Dimethylamino)-ethyl)-indol-5-yl)-methyl)-2-oxazolidinon

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About This Item

Empirische Formel (Hill-System):
C16H21N3O2
CAS-Nummer:
139264-17-8
Molekulargewicht:
287.36
MDL-Nummer:
MFCD00871503
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329825258
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Optische Aktivität

[α]/D -3 to -8°, c = 1 in methanol

Farbe

white to beige

Löslichkeit

DMSO: ≥5 mg/mL

Lagertemp.

2-8°C

SMILES String

CN(C)CCc1c[nH]c2ccc(C[C@H]3COC(=O)N3)cc12

InChI

1S/C16H21N3O2/c1-19(2)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-21-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m0/s1

InChIKey

ULSDMUVEXKOYBU-ZDUSSCGKSA-N

Angaben zum Gen

human ... HTR1B(3351) , HTR1D(3352)

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Anwendung

Zolmitriptan has been used as a 5-hydroxytryptamine receptor 1B (5-HT1B/D) activator to treat grafts to study its effects on the morphology of the ectopic eye.
Zolmitriptan has been used to induce hyper-innervation of transplants.

Biochem./physiol. Wirkung

Zolmitriptan is a selective serotonin receptor agonist of the 5HT1B and 5HT1D subtypes, both centrally and peripherally. It has been used clinically for the acute treatment of migraine attacks with or without aura and cluster headaches.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Ziya Bayrak et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 78(3), 499-505 (2011-03-01)
First-pass metabolism can be overcome by sublingual drug delivery, and quick drug entry into the systemic circulation can be obtained. In certain diseases such as migraine therapy, taking fast pharmacological response is an important criteria. In this study, zolmitriptan sublingual
David W Dodick et al.
Cephalalgia : an international journal of headache, 31(3), 296-300 (2010-10-13)
Endpoints used to evaluate the efficacy of acute anti-migraine drugs do not measure the tolerability. Sustained pain-free response with no adverse events has been recommended as a composite endpoint which measures the efficacy and tolerability attributes that patients desire. The
Peter J Goadsby et al.
Headache, 46(1), 138-149 (2006-01-18)
Migraine is a common disabling neurological disorder, associated with headache, nausea, and on occasions vomiting. Zolmitriptan is a widely available serotonin 5HT(1B/1D) receptor agonist with a long track record in clinical studies and in the treatment of acute migraine. A
Michal Douša et al.
Journal of pharmaceutical and biomedical analysis, 58, 1-6 (2011-10-11)
A new impurity was detected and determined using gradient ion-pair UHPLC method with UV detection in zolmitriptan (ZOL). Using MS, NMR and IR study the impurity was identified as (4S,4'S)-4,4'-(2,2'-(4-(dimethylamino)butane-1,1-diyl)bis(3-(2-(dimethylamino) ethyl)-1H-indole-5,2-diyl))bis(methylene)di(oxazolidin-2-one) (ZOL-dimer). The standard of ZOL-dimer was consequently prepared via
B Lee Peterlin et al.
Expert opinion on drug metabolism & toxicology, 3(6), 899-911 (2007-11-22)
Migraine is a common, often disabling, neurovascular disease that has been shown to be associated with abnormal serotonergic activity. Drugs that modulate serotonin receptors are commonly used in the acute treatment of a migraine attack. Zolmitriptan, a 5-hydroxytryptophan(1B/1D) receptor agonist
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