Cabergoline

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Names

[ Name ]:
Cabergoline

[Synonym ]:
Cabergolinum [Latin]
Cabergolina [Spanish]
(6aR,9R,10aR)-N-[3-(Dimethylamino)propyl]-N-(ethylcarbamoyl)-7-prop-2-en-1-yl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]chinolin-9-carboxamid
ergoline-8-carboxamide, N-[3-(dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-, (8β)-
(6aR,9R,10aR)-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)-7-prop-2-en-1-yl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxamide
(8β)-6-Allyl-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)ergoline-8-carboxamide
Cabaseril
Galastop(R)
Dostinex
(6aR,9R,10aR)-N-[3-(diméthylamino)propyl]-N-(éthylcarbamoyl)-7-prop-2-én-1-yl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoléine-9-carboxamide
(8b)-N-[3-(Dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)ergoline-8-carboxamide
Cabaser
(6aR,9R,10aR)-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)-7-prop-2-enyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
Dostinex(R)
(8β)-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)-6-(prop-2-en-1-yl)ergoline-8-carboxamide
Ergoline-8-carboxamide, N-[3-(dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propen-1-yl)-, (8β)-
(8β)-N-[3-(dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-prop-2-en-1-ylergoline-8-carboxamide
Cabergolinum
1-Ethyl-3-(3'-dimethylaminopropyl)-3-(6'-allylergoline-8'b-carbonyl)urea
cabergolide
N-[3-(dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-8g-ergoline-8-carboxamide
(8β)-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)-6-prop-2-en-1-ylergoline-8-carboxamide
Cabergolina
Galastop
MFCD00867887
Cabergoline
cabergolinum [INN_la]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Melting Point ]:
102-104°C

[ Molecular Formula ]:
C₂₆H₃₇N₅O₂

[ Molecular Weight ]:
451.604

[ Exact Mass ]:
451.294739

[ PSA ]:
71.68000

[ LogP ]:
2.43

[ Index of Refraction ]:
1.594

[ Storage condition ]:
Store at +4°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KE6167600

CHEMICAL NAME :: Ergoline-8-carboxamide, N-(3-(dimethylamino)propyl)-N-((ethylamino)carbonyl)- 6- (2-propenyl)-, (8-beta)-

CAS REGISTRY NUMBER :: 81409-90-7

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C26-H37-N5-O2

MOLECULAR WEIGHT :: 451.68

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique. (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France) V.9- 1974- Volume(issue)/page/year: 24,421,1989

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R37:Irritating to the respiratory system. R43:May cause sensitization by skin contact.

[ Safety Phrases ]:
S8-S24/25-S46

[ RIDADR ]:
UN 2210

[ RTECS ]:
ZB3200000

[ Packaging Group ]:
III

[ Hazard Class ]:
9

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

6-Norcabergoline
Allyl acetate
Desethylcarbamoyl Cabergoline
Ethyl isocyanate
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride
(8β)-6-Allylergoline-8-carboxylic acid
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide
6-(2-Propenyl)-ergoline-8-carboxylic acid methyl ester

DownStream

Articles

Cabergoline, dopamine D2 receptor agonist, prevents neuronal cell death under oxidative stress via reducing excitotoxicity.

PLoS ONE 9(6) , e99271, (2014)

Several lines of evidence demonstrate that oxidative stress is involved in the pathogenesis of neurodegenerative diseases, including Parkinson's disease. Potent antioxidants may therefore be effective...

Psychological Stress-Derived Prolactin Modulates Occludin Expression in Vaginal Epithelial Cells to Compromise Barrier Function.

Cell Physiol. Biochem. 37 , 153-61, (2015)

The causative factors of the vaginitis are not fully understood yet. Epithelial barrier dysfunction plays a critical role in the pathogenesis of vaginitis. This study aims to investigate the role of p...

Cushing's disease and hypertension: in vivo and in vitro study of the role of the renin-angiotensin-aldosterone system and effects of medical therapy.

Eur. J. Endocrinol. 170(2) , 181-91, (2014)

Cushing's disease (CD) is often accompanied by hypertension. CD can be treated surgically and, given the expression of somatostatin subtype 5 and dopamine 2 receptors by corticotroph pituitary adenoma...