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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C34H37N5O5.C4H6O6
Molecular Weight 1341.463
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METERGOTAMINE HEMITARTRATE

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.[H][C@@]12CCCN1C(=O)[C@H](CC3=CC=CC=C3)N4C(=O)[C@](C)(NC(=O)[C@H]5CN(C)[C@]6([H])CC7=CN(C)C8=CC=CC(=C78)C6=C5)O[C@@]24O.[H][C@@]9%10CCCN9C(=O)[C@H](CC%11=CC=CC=C%11)N%12C(=O)[C@](C)(NC(=O)[C@H]%13CN(C)[C@]%14([H])CC%15=CN(C)C%16=CC=CC(=C%15%16)C%14=C%13)O[C@@]%10%12O

InChI

InChIKey=JNLPZFZYKSNPFF-DGEBZBOOSA-N
InChI=1S/2C34H37N5O5.C4H6O6/c2*1-33(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;5-1(3(7)8)2(6)4(9)10/h2*4-7,9-12,16,18,22,26-28,43H,8,13-15,17,19H2,1-3H3,(H,35,40);1-2,5-6H,(H,7,8)(H,9,10)/t2*22-,26-,27+,28+,33-,34+;1-,2-/m111/s1

HIDE SMILES / InChI
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
Name Type Language
METERGOTAMINE HEMITARTRATE
Common Name English
ERGOTAMAN-3',6',18-TRIONE, 12'-HYDROXY-1,2'-DIMETHYL-5'-(PHENYLMETHYL)-, (5'.ALPHA.)-, (R-(R*,R*))-2,3-DIHYDROXYBUTANEDIOATE (2:1) (SALT)
Systematic Name English
MY-25
Code English
1-METHYLERGOTAMINE BITARTRATE
Common Name English
ERGOTAMAN-3',6',18-TRIONE, 12'-HYDROXY-1,2'-DIMETHYL-5'-(PHENYLMETHYL)-, (5'.ALPHA.)-, (2R,3R)-2,3-DIHYDROXYBUTANEDIOATE (2:1) (SALT)
Systematic Name English
ERGOTAMINE, 1-METHYL-, TARTRATE (2:1) (SALT)
Common Name English
Code System Code Type Description
CAS
16891-52-4
Created by admin on Sat Dec 16 12:37:29 GMT 2023 , Edited by admin on Sat Dec 16 12:37:29 GMT 2023
PRIMARY
PUBCHEM
123133553
Created by admin on Sat Dec 16 12:37:29 GMT 2023 , Edited by admin on Sat Dec 16 12:37:29 GMT 2023
PRIMARY
FDA UNII
BA69AZP187
Created by admin on Sat Dec 16 12:37:29 GMT 2023 , Edited by admin on Sat Dec 16 12:37:29 GMT 2023
PRIMARY