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Details

Stereochemistry ABSOLUTE
Molecular Formula C34H37N5O5.C4H4O4
Molecular Weight 711.7602
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of METERGOTAMINE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.CN1C=C2C[C@H]3N(C)C[C@@H](C=C3C4=CC=CC1=C24)C(=O)N[C@]5(C)O[C@@]6(O)[C@@H]7CCCN7C(=O)[C@H](CC8=CC=CC=C8)N6C5=O

InChI

InChIKey=DICAKYVLYKETGT-NLVNNSOHSA-N
InChI=1S/C34H37N5O5.C4H4O4/c1-33(32(42)39-27(15-20-9-5-4-6-10-20)31(41)38-14-8-13-28(38)34(39,43)44-33)35-30(40)22-16-24-23-11-7-12-25-29(23)21(18-36(25)2)17-26(24)37(3)19-22;5-3(6)1-2-4(7)8/h4-7,9-12,16,18,22,26-28,43H,8,13-15,17,19H2,1-3H3,(H,35,40);1-2H,(H,5,6)(H,7,8)/b;2-1-/t22-,26-,27+,28+,33-,34+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula C34H37N5O5
Molecular Weight 595.6881
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Metergotamine (MY-25 or 1-methyl-ergotamine-bitartrate) is a derivative of ergotamine and belongs to peptide alkaloids. It exerts a dampening effect on vessels, in that relaxation is brought about in contracted vessels, whereas contraction is brought in dilated vessels. Metergotamine was being studied in migraine prophylaxis.

Approval Year

PubMed

PubMed

TitleDatePubMed
[MY 25, a peroral prophylactic for migraine].
1971 Jun 25
Clinical trial of MY-25 (1-methyl-ergotamine-bitartrate) in migraine prophylaxis.
1971 Oct
Comparative pharmacokinetic investigations with tritium-labeled ergot alkaloids after oral and intravenous administration man.
1977 Mar
Preparedness of Dammam primary health care centers to deal with emergency cases.
2017 Sep-Dec
Substance Class Chemical
Created
by admin
on Tue Oct 22 19:22:29 UTC 2019
Edited
by admin
on Tue Oct 22 19:22:29 UTC 2019
Record UNII
BV3Q63BS3E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METERGOTAMINE MALEATE
Common Name English
METHYLERGOTAMINE HYDROGEN MALEATE
Common Name English
METHYLERGOTAMINE MALEATE
Common Name English
ERGOTAMAN-3',6',18-TRIONE, 12'-HYDROXY-1,2'-DIMETHYL-5'-(PHENYLMETHYL)-, (5'.ALPHA.)-, (2Z)-2-BUTENEDIOATE (SALT)
Common Name English
Code System Code Type Description
CAS
91000-52-1
Created by admin on Tue Oct 22 19:22:30 UTC 2019 , Edited by admin on Tue Oct 22 19:22:30 UTC 2019
PRIMARY
PUBCHEM
71587340
Created by admin on Tue Oct 22 19:22:30 UTC 2019 , Edited by admin on Tue Oct 22 19:22:30 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY