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DIHYDROERGOTAMINE

CAS No.
511-12-6
Chemical Name:
DIHYDROERGOTAMINE
Synonyms
Levadex;DIHYDROERGOTAMINE;Dihydro Ergotamine D5;9,10-Dihydroergotamine;DIHYDROERGOTAMINE USP/EP/BP;Dihydro Ergotamine Impurity 4;Dihydroergotamine (base and/or unspecified salts);9,10α-Dihydro-12'-hydroxy-2'-methyl-5'α-(phenylmethyl)ergotaman-3',6',18-trione;Ergotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'α,10α)-;(6aR,9R,10aR)-N-[(2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxooctahydro-8H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl]-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline- 9-carboxamide (dihydroergotamine),
CBNumber:
CB7482038
Molecular Formula:
C33H37N5O5
Molecular Weight:
583.69
MDL Number:
MFCD00215847
MOL File:
511-12-6.mol
Last updated:2023-05-04 15:12:41

DIHYDROERGOTAMINE Properties

Melting point 239°
alpha D20 -64°; 20546 -79° (c = 0.5 in pyridine)
Boiling point 641.14°C (rough estimate)
Density 1.1992 (rough estimate)
refractive index 1.7500 (estimate)
pka 9≅+-.0.60(Predicted)
EWG's Food Scores 1
FDA UNII 436O5HM03C
ATC code N02CA01,N02CA51

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501

DIHYDROERGOTAMINE Chemical Properties,Uses,Production

Uses

Anti-adrenergic.

Uses

Levadex is an intermediate in the synthesis of 2’-Epidihydroergotamine (E584910), which is an ergot alkaloid that exhibits potential neuroprotective properties against degenerative diseases.

Definition

ChEBI: Ergotamine in which a single bond replaces the double bond between positions 9 and 10. A semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine, it is used (as the methanesulfonic or tartaric acid salts) for the tr atment of migraine and orthostatic hypotension.

brand name

D.H.E. 45 (Valeant); Migranal (Valeant) .

113-15-5
511-12-6
Synthesis of DIHYDROERGOTAMINE from ergotamine

DIHYDROERGOTAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

DIHYDROERGOTAMINE Dihydroergotamine (base and/or unspecified salts) 9,10-Dihydroergotamine 9,10α-Dihydro-12'-hydroxy-2'-methyl-5'α-(phenylmethyl)ergotaman-3',6',18-trione Levadex DIHYDROERGOTAMINE USP/EP/BP Ergotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'α,10α)- Dihydro Ergotamine D5 (6aR,9R,10aR)-N-[(2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxooctahydro-8H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl]-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline- 9-carboxamide (dihydroergotamine), Dihydro Ergotamine Impurity 4 511-12-6