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Details

Stereochemistry ABSOLUTE
Molecular Formula C32H43N5O5
Molecular Weight 577.7143
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDRO-.ALPHA.-ERGOCRYPTINE

SMILES

CC(C)C[C@@H]1N2C(=O)[C@](NC(=O)[C@@H]3C[C@H]4[C@@H](CC5=CNC6=C5C4=CC=C6)N(C)C3)(O[C@@]2(O)[C@@H]7CCCN7C1=O)C(C)C

InChI

InChIKey=PBUNVLRHZGSROC-VTIMJTGVSA-N
InChI=1S/C32H43N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-20/h6,8-9,15,17-18,20,22,24-26,33,41H,7,10-14,16H2,1-5H3,(H,34,38)/t20-,22-,24-,25+,26+,31-,32+/m1/s1

HIDE SMILES / InChI

Description

Dihydro-alpha-ergocryptine is an ergot alkaloid that has an agonist activity on D2 dopaminergic receptors and a partial agonist activity on D1 receptors. It also demonstrated antagonistic activity towards alpha-adrenergic receptors. The drug was approved by FDA in combination with other alkaloids (dihydroergocornine, dihydroergocristine and dihydro-beta-ergocryptine mesylate salts) under the name Hydergine for the treatment of dimentia and cerebrovascular insufficiency.

CNS Activity

Approval Year

PubMed

PubMed

TitleDatePubMed

Sample Use Guides

In Vivo Use Guide
The recommended dosage (in form of hydergine tablets containing dihydroergocornine, dihydroergocristine, dihydro-alpha-ergocryptine and dihydro-beta-ergocryptine mesylate salts in an approximate weight ratio of 1:1:1) in the US is 1 mg three times daily. In Europe and Japan, up to 12 mg of hydergine daily have been used without serious adverse effects.
Route of Administration: Oral
In Vitro Use Guide
Primary cultures of rat cerebellar granule cells were exposed to toxic concentrations (100 uM) of glutamate in Mg2+-free buffer. Repeated addition of dihydro-alpha-ergocryptine (100 nM-1 uM, once a day from the second day in culture, last addition 3 hr before the glutamate pulse) protected cerebellar granule cells against the toxic action of glutamate.
Name Type Language
DIHYDRO-.ALPHA.-ERGOCRYPTINE
Common Name English
12'-HYDROXY-2'-(1-METHYLETHYL)-5'.ALPHA.-(2-METHYLPROPYL)-9,10.ALPHA.-DIHYDROERGOTAMAN-3',6',18-TRIONE
Common Name English
ERGOTAMAN-3',6',18-TRIONE, 9,10-DIHYDRO-12'-HYDROXY-2'-(1-METHYLETHYL)-5'-(2-METHYLPROPYL)-, (5'.ALPHA.,10.ALPHA.)-
Common Name English
9,10-DIHYDROERGOCRYPTINE
Common Name English
DIHYDRO-ALPHA-ERGOCRYPTINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29713
Created by admin on Tue Oct 22 06:10:35 UTC 2019 , Edited by admin on Tue Oct 22 06:10:35 UTC 2019
Code System Code Type Description
EPA CompTox
25447-66-9
Created by admin on Tue Oct 22 06:10:35 UTC 2019 , Edited by admin on Tue Oct 22 06:10:35 UTC 2019
PRIMARY
CAS
25447-66-9
Created by admin on Tue Oct 22 06:10:35 UTC 2019 , Edited by admin on Tue Oct 22 06:10:35 UTC 2019
PRIMARY
NCI_THESAURUS
C75932
Created by admin on Tue Oct 22 06:10:35 UTC 2019 , Edited by admin on Tue Oct 22 06:10:35 UTC 2019
PRIMARY
ECHA (EC/EINECS)
246-993-6
Created by admin on Tue Oct 22 06:10:35 UTC 2019 , Edited by admin on Tue Oct 22 06:10:35 UTC 2019
PRIMARY
PUBCHEM
114948
Created by admin on Tue Oct 22 06:10:35 UTC 2019 , Edited by admin on Tue Oct 22 06:10:35 UTC 2019
PRIMARY
RXCUI
91170
Created by admin on Tue Oct 22 06:10:35 UTC 2019 , Edited by admin on Tue Oct 22 06:10:35 UTC 2019
PRIMARY RxNorm