511-12-6

Usage

Uses

Used in Pharmaceutical Industry:
Dihydroergotamine is used as an anti-adrenergic agent for the treatment of migraine and orthostatic hypotension. It helps alleviate the symptoms of these conditions by targeting the adrenergic receptors in the body.
Used in Neuroprotection:
Dihydroergotamine is used as an intermediate in the synthesis of 2'-Epidihydroergotamine (E584910), which is another ergot alkaloid with potential neuroprotective properties. Dihydroergotamine is being investigated for its ability to protect against degenerative diseases, offering hope for future therapeutic applications.
Brand names:
Some of the brand names for Dihydroergotamine include D.H.E. 45 (Valeant) and Migranal (Valeant), which are commercially available for the treatment of migraine and orthostatic hypotension.

InChI:InChI=1/C33H37N5O5/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39)/t21-,23-,25-,26+,27+,32-,33+/m1/s1

Upstream product

• 113-15-5 ergotamine 

Downstream Products

• 124114-09-6 5'α-benzyl-3,12'-dihydroxy-2'-methyl-(3β,10α)-9,10-dihydro-3H-ergotamane-2,18,3',6'-tetraone 
• 129882-18-4 (6aR,9R,10aR)-7-Cyano-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide 
• 74569-80-5 2-bromo-9,10-dihydro-α-ergotamine 
• 57123-71-4 6-demethyl-9,10-dihydroergotamine 
• 57123-69-0 6-demethyl-6-ethyl-9,10-dihydroergotamine 
• 129882-21-9 (6aR,9R,10aR)-7-Allyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide 
• 129882-36-6 6-demethyl-6-formyl-9,10-dihydroergotamine 
• 129882-29-7 (6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide 
• 57123-70-3 6-demethyl-6-propyl-9,10-dihydroergotamine 
• 129882-23-1 (6aR,9R,10aR)-7-Prop-2-ynyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide 
• 129882-31-1 (6aR,9R,10aR)-7-Methanesulfonyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide 
• 129882-27-5 (6aR,9R,10aR)-7-Benzyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide 
• 129882-25-3 [(6aR,9R,10aR)-9-((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-ylcarbamoyl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-7-yl]-acetic acid ethyl ester 
• 129882-33-3 (6aR,9R,10aR)-9-((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-ylcarbamoyl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-7-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Certain ergot peptide alkaloids administered to the nasal mucosa

The present invention provides a nasal or pulmonary pharmaceutical composition comprising as active agent a compound of formula I, STR1 wherein R1 is hydrogen or halogen, R2 is hydrogen or alkyl of 1 to 4 carbon atoms, either (i) R3 is isopropyl, sec-butyl, or isobutyl, R4 methyl, ethyl or isopropyl and R5 is hydrogen and R6 is hydrogen or methoxy or R5 and R6 are together a single bond, or (ii) R3 is benzyl, R4 is methyl, R5 is hydrogen and R6 is hydrogen or methoxy, or (III) dihydroergocristine, in association with a pharmaceutically acceptable carrier or diluent, adapted for nasal or pulmonary administration.