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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H21N3O2
Molecular Weight 287.3568
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZOLMITRIPTAN, (R)-

SMILES

CN(C)CCC1=CNC2=C1C=C(C[C@@H]3COC(=O)N3)C=C2

InChI

InChIKey=ULSDMUVEXKOYBU-CYBMUJFWSA-N
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-/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H21N3O2
Molecular Weight 287.3568
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Sumatriptan: pharmacological basis and clinical results.
2001
New abortive agents for the treatment of migraine.
2001
Sumatriptan, 5-HT(1D) receptors and obsessive-compulsive disorder.
2001 Apr
[Current topics: expectation for new triptans].
2001 Apr 10
Serotonergic effects and extracellular brain levels of eletriptan, zolmitriptan and sumatriptan in rat brain.
2001 Aug 17
A systematic review of the use of triptans in acute migraine.
2001 Feb
What is the optimal strategy for managing acute migraine headaches?
2001 Feb
NMR studies on three optical active drug molecules.
2001 Jan-Feb
An open preference study with sumatriptan 50 mg and zolmitriptan 2.5 mg in 100 migraine patients.
2001 Jul
Safety and rational use of the triptans.
2001 Jul
Molecular cloning, pharmacological properties and tissue distribution of the porcine 5-HT(1B) receptor.
2001 Jul
Establishing a standard of speed for assessing the efficacy of the serotonin(1B/1D) agonists (triptans).
2001 Jul
Migraine treatment outcomes with rizatriptan in triptan-naive patients: a naturalistic study.
2001 Jun
Current options for the prevention and treatment of migraine.
2001 Jun
Recent development in paediatric headache.
2001 Jun
Donitriptan (Pierre Fabre).
2001 Mar
Zolmitriptan versus sumatriptan comparison trial.
2001 Mar
4991W93 inhibits release of calcitonin gene-related peptide in the cat but only at doses with 5HT(1B/1D) receptor agonist activity?
2001 Mar
Effect of MAO-A inhibition on the pharmacokinetics of almotriptan, an antimigraine agent in humans.
2001 May
Decreased sensitivity of 5-HT(1D) receptors in melancholic depression.
2001 May
Zolmitriptan versus sumatriptan for the acute oral treatment of migraine: a randomized, double-blind, international study.
2001 May
Oral triptans (serotonin 5-HT(1B/1D) agonists) in acute migraine treatment: a meta-analysis of 53 trials.
2001 Nov 17
Zolmitriptan--a 5-HT1B/D agonist, alcohol, and aggression in mice.
2001 Sep
Dexamethasone decreases migraine recurrence observed after treatment with a triptan combined with a nonsteroidal anti-inflammatory drug.
2001 Sep
Effect of rizatriptan and other triptans on the nausea symptom of migraine: a post hoc analysis.
2001 Sep
What matters is not the differences between triptans, but the differences between patients.
2001 Sep
Triptans are all different.
2001 Sep
Have the triptans fulfilled their promise?
2001 Sep
Rizatriptan: an update of its use in the management of migraine.
2002
Selegiline: a second look. Six years later: too risky in Parkinson's disease.
2002 Aug
Comparison of triptan tablet consumption per attack: a prospective study of migraineurs in Spain.
2002 Feb
[Treatment of migraine in patients with hypertension and ischemic heart disease].
2002 Jan 20
The pharmacokinetics of the antimigraine compound zolmitriptan in Japanese and Caucasian subjects.
2002 Jul
Mechanisms of action of the 5-HT1B/1D receptor agonists.
2002 Jul
Gateways to Clinical Trials. June 2002.
2002 Jun
Zolmitriptan is effective and well tolerated in Japanese patients with migraine: a dose-response study.
2002 Jun
Efficacy of oral ketoprofen in acute migraine: a double-blind randomized clinical trial.
2002 Jun 11
Newer formulations of the triptans: advances in migraine management.
2003
Tolerability and consistency of effect of zolmitriptan nasal spray in a long-term migraine treatment trial.
2003
Management of trigeminal autonomic cephalgias and hemicrania continua.
2003
Transcranial Doppler in migraine attacks before and after treatment with oral zolmitriptan or sumatriptan.
2003 Jan
Coprescription of triptans with potentially interacting medications: a cohort study involving 240,268 patients.
2003 Jan
Migraine prevalence and treatment patterns: the global Migraine and Zolmitriptan Evaluation survey.
2003 Jan
Eletriptan metabolism by human hepatic CYP450 enzymes and transport by human P-glycoprotein.
2003 Jul
The evolving management of migraine.
2003 Jun
Safety profile of the triptans.
2003 Mar
[Highly selective beginning. Associated symptoms and side effects in retrospect].
2003 May 26
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:48:02 GMT 2023
Edited
by admin
on Sat Dec 16 10:48:02 GMT 2023
Record UNII
F3YOE57701
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZOLMITRIPTAN, (R)-
Common Name English
ZOLMITRIPTAN R-ISOMER [USP IMPURITY]
Common Name English
ZOLMITRIPTAN IMPURITY A [EP IMPURITY]
Common Name English
(R)-4-((3-(2-(DIMETHYLAMINO)ETHYL)INDOL-5-YL(METHYL)OXAZOLIDIN-2-ONE
Systematic Name English
ZOLMITRIPTAN R-ISOMER
USP-RS  
Common Name English
2-OXAZOLIDINONE, 4-((3-(2-(DIMETHYLAMINO)ETHYL)-1H-INDOL-5-YL)METHYL)-, (4R)-
Systematic Name English
ZOLMITRIPTAN R-ISOMER [USP-RS]
Common Name English
(4R)-4-((3-(2-(DIMETHYLAMINO)ETHYL)-1H-INDOL-5-YL)METHYL)-1,3-OXAZOLIDIN-2-ONE
Systematic Name English
Code System Code Type Description
FDA UNII
F3YOE57701
Created by admin on Sat Dec 16 10:48:02 GMT 2023 , Edited by admin on Sat Dec 16 10:48:02 GMT 2023
PRIMARY
RS_ITEM_NUM
1727018
Created by admin on Sat Dec 16 10:48:02 GMT 2023 , Edited by admin on Sat Dec 16 10:48:02 GMT 2023
PRIMARY
CAS
139264-24-7
Created by admin on Sat Dec 16 10:48:02 GMT 2023 , Edited by admin on Sat Dec 16 10:48:02 GMT 2023
PRIMARY
PUBCHEM
441240
Created by admin on Sat Dec 16 10:48:02 GMT 2023 , Edited by admin on Sat Dec 16 10:48:02 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP