U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula 2C20H24BrN3O.C4H6O6
Molecular Weight 954.743
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Bromolysergide hemitartrate

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.[H][C@@]12CC3=C(Br)NC4=C3C(=CC=C4)C1=C[C@H](CN2C)C(=O)N(CC)CC.[H][C@@]56CC7=C(Br)NC8=C7C(=CC=C8)C5=C[C@H](CN6C)C(=O)N(CC)CC

InChI

InChIKey=MWVBLKVLJBPGKD-MCRIEPKZSA-N
InChI=1S/2C20H24BrN3O.C4H6O6/c2*1-4-24(5-2)20(25)12-9-14-13-7-6-8-16-18(13)15(19(21)22-16)10-17(14)23(3)11-12;5-1(3(7)8)2(6)4(9)10/h2*6-9,12,17,22H,4-5,10-11H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t2*12-,17-;1-,2-/m111/s1

HIDE SMILES / InChI

Molecular Formula C20H24BrN3O
Molecular Weight 402.328
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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 ( + )

Approval Year

PubMed

PubMed

TitleDatePubMed
Molecular cloning of a mammalian serotonin receptor that activates adenylate cyclase.
1993 Aug
Cloning and expression of a novel serotonin receptor with high affinity for tricyclic psychotropic drugs.
1993 Mar
Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase.
1993 Nov 5
Selective and divergent regulation of cortical 5-HT(2A) receptors in rabbit.
2001 Dec
5-HT2A receptor-stimulated phosphoinositide hydrolysis in the stimulus effects of hallucinogens.
2002 May
Role of the serotonin 5-HT(2A) receptor in learning.
2003 Sep-Oct
Serotonergic and dopaminergic influence of the duration of embryogenesis and intracapsular locomotion of Lymnaea stagnalis L.
2004
Selective remodeling of rabbit frontal cortex: relationship between 5-HT2A receptor density and associative learning.
2004 Apr
Selective and nonselective serotonin antagonists block the aversive stimulus properties of MK212 and m-chlorophenylpiperazine (mCPP) in mice.
2005 Dec
The time-course for up- and down-regulation of the cortical 5-hydroxytryptamine (5-HT)2A receptor density predicts 5-HT2A receptor-mediated behavior in the rabbit.
2007 Oct
Acquisition session length modulates consolidation effects produced by 5-HT2C ligands in a mouse autoshaping-operant procedure.
2010 Mar
The non-hallucinogen 2-bromo-lysergic acid diethylamide as preventative treatment for cluster headache: an open, non-randomized case series.
2010 Sep
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:30:59 GMT 2023
Edited
by admin
on Sat Dec 16 19:30:59 GMT 2023
Record UNII
WJF6793FJH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Bromolysergide hemitartrate
Common Name English
Ergoline-8-carboxamide, 2-bromo-9,10-didehydro-N,N-diethyl-6-methyl-, (8β)-, (2R,3R)-2,3-dihydroxybutanedioate (2:1)
Systematic Name English
Ergoline-8-carboxamide, 2-bromo-9,10-didehydro-N,N-diethyl-6-methyl-, (8β)-, [R-(R*,R*)]-2,3-dihydroxybutanedioate (2:1)
Systematic Name English
Code System Code Type Description
FDA UNII
WJF6793FJH
Created by admin on Sat Dec 16 19:31:00 GMT 2023 , Edited by admin on Sat Dec 16 19:31:00 GMT 2023
PRIMARY
CAS
4043-81-6
Created by admin on Sat Dec 16 19:31:00 GMT 2023 , Edited by admin on Sat Dec 16 19:31:00 GMT 2023
PRIMARY
PUBCHEM
164512954
Created by admin on Sat Dec 16 19:31:00 GMT 2023 , Edited by admin on Sat Dec 16 19:31:00 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY