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Details

Stereochemistry EPIMERIC
Molecular Formula C19H22N4O
Molecular Weight 322.4042
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CIANERGOLINE

SMILES

[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@@H](CC(C#N)C(N)=O)CN2C

InChI

InChIKey=LVMVXZOPCAMYHC-QOAXCGLXSA-N
InChI=1S/C19H22N4O/c1-23-10-11(5-12(8-20)19(21)24)6-15-14-3-2-4-16-18(14)13(9-22-16)7-17(15)23/h2-4,9,11-12,15,17,22H,5-7,10H2,1H3,(H2,21,24)/t11-,12?,15-,17-/m1/s1

HIDE SMILES / InChI

Molecular Formula C19H22N4O
Molecular Weight 322.4042
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 3 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Cianergoline is an ergoline derivative with marked dopaminergic agonist and a predominant cardiovascular action patented by Farmitalia Carlo Erba S.p.A for hypertension treatment. The preclinical evaluation shows dose-related hypotensive effects after single oral, intraduodenal and intravenous administration of Cianergoline in cats, dogs, and rats. Cianergoline showed a prompt onset of action and a prolonged effect on blood pressure at low doses without substantially modifying animals heart rate. One month daily oral administration of Cianergoline in rats produced an antihypertensive effect persisting through the entire experiment with no signs of tachyphylaxis. Unfortunately, in clinical trials Cianergoline caused a slight, statistically non-significant blood pressure lowering effect in patients with essential hypertension and does not modify the release of prolactin, lipid metabolism or the basal activity or postural responsiveness of the renin-angiotensin-aldosterone axis and of the sympathetic nervous system.

Approval Year

PubMed

PubMed

TitleDatePubMed
Cianergoline lowers intraocular pressure in rabbits and monkeys and inhibits contraction of the cat nictitans by suppressing sympathetic neuronal function.
1987 Winter
Patents

Patents

Sample Use Guides

maximum daily dose 12 +/- 2 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:09:56 GMT 2023
Edited
by admin
on Sat Dec 16 17:09:56 GMT 2023
Record UNII
6337Z9RO7D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CIANERGOLINE
INN   MART.  
INN  
Official Name English
cianergoline [INN]
Common Name English
CIANERGOLINE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66884
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2106009
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
NCI_THESAURUS
C77564
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
SMS_ID
100000081880
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
EVMPD
SUB06225MIG
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
PUBCHEM
71136
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
INN
5168
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
CAS
74627-35-3
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
FDA UNII
6337Z9RO7D
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID00996136
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
MESH
C039327
Created by admin on Sat Dec 16 17:09:56 GMT 2023 , Edited by admin on Sat Dec 16 17:09:56 GMT 2023
PRIMARY
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