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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

Molecular Formula C4H6O6
Molecular Weight 150.0868
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C34H37N5O5
Molecular Weight 595.6881
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

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 Sat Dec 16 12:37:28 GMT 2023
Edited
by admin
on Sat Dec 16 12:37:28 GMT 2023
Record UNII
BA69AZP187
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY