27848-84-6
27848-84-6 structure
- Name: Nicergoline
- Chemical Name: Nicergoline
- CAS Number: 27848-84-6
- Molecular Formula: C24H26BrN3O3
- Molecular Weight: 484.385
- Catalog: API Circulatory system medication Peripheral vasodilator
- Create Date: 2018-03-15 08:00:00
- Modify Date: 2026-07-02 13:48:07
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Nicergoline is an ergot derivative used to treat senile dementia and other disorders with vascular origins.Target: Alpha-1A adrenergic receptorNicergoline acts by inhibiting the postsynaptic alpha(1)-adrenoceptors on vascular smooth muscle. This inhibits the vasoconstrictor effect of circulating and locally released catecholamines (epinephrine and norepinephrine), resulting in peripheral vasodilation. Nicergoline displaced [3H]-prazosin bound to rat forebrain membranes pretreated with chloroethylclonidine (pKi = 9.9 +/- 0.2) at concentrations 60-fold lower than in rat liver membranes (pKi = 8.1 +/- 0.2). Finally, of the nicergoline metabolites studied, lumilysergol acted as a modest alpha 1 antagonist (bromonicotinic acid was devoid of alpha 1 antagonist activity). In conclusion, nicergoline is a potent and selective alpha 1A-adrenoceptor subtype antagonist, an alpha 1-adrenoceptor subtype which is mainly represented in resistance arteries [1].
| Name | Nicergoline |
|---|---|
| Synonyms |
Ergobel
Nicergoline for system suitability CRS Nicergolinum 10a-Methoxy-9,10-dihydrolyzergol (MDL) fi6714 nigergoline (2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1,9,12,14-tetraen-4-yl]methyl 5-bromopyridine-3-cboxylate API-Nicergoline Cholergol 1-Methyl-10a-Methoxy-9,10-dihydrolyzergol (1-MMDL) 5-BROMONICOTINIC ACID 10-METHOXY-1,6-DIMETHYLERGOLINE-8-METHANOL ESTER [(8β)-10-Methoxy-1,6-dimethylergolin-8-yl]methyl 5-bromonicotinate late(ester) 1,6-Dimethyl-8b-(5-bromonicotinoyloxymethyl)-10a-methoxyergoline ((6,9R,10aS)-10a-methoxy-4,7-dimethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-9-yl)methyl 5-chloronicotinate 5-Bromopyridine-3-carboxylic Acid [(8R,10S)-10-Methoxy-1,6-dimethylergolin-8-yl]methyl Ester Nicergoline powder (8BETA)-10-METHOXY-1,6-DIMETHYLERGOLINE-8-METHANOL 5-BROMO-3-PYRIDINE CBOXYLATE ESTER TA 079 (8b)-10-Methoxy-1,6-dimethylergoline-8-methanol 5-Bromo-3-pyridinecarboxylate (Ester) 4,6,6a,7,8,9,10,10a-Octahydro-10aa-methoxy-4,7-dimethylindolo[4,3-fg]quinoline-9-methanol 5-Bromonicotinate 10-Methoxy-1,6-dimethylergoline-8β-methanol 5-bromonicotinate 5-bromo-nicotinic acid 10-methoxy-1,6-dimethyl-ergolin-8-ylmethyl ester 1-Methyllumilysergol 8-(5-Bromonicotinate) 10-Methyl Ether Nicergoline impurity (8β)-10-methoxy-1,6-dimethylergoline-8-methanol5-bromo-3-pyridinecboxylateester NICERGOLINE ergoline-8-methanol 10-methoxy-1,6-dimethyl-,8-(5-bromo-3-pyridinecarboxylate) nimergoline [(8R,10S)-10-Methoxy-1,6-dimethylergolin-8-yl]methyl 5-Bromopyridine-3-carboxylate Nicergoline CRS Ergoline-8-methanol, 10-methoxy-1,6-dimethyl-,5-bromo-3-pyridinecboxylate (ester), (8b) ngoline Ergotop [(8β)-10-methoxy-1,6-dimethylergolin-8-yl]methyl 5-bromopyridine-3-carboxylate Memoq 10-methoxy-1,6-dimethylergoline-8-methanol5-bromo-3-pyrindinecboxylate(es [(8R,10S)-10-Methoxy-1,6-dimethylergolin-8-yl]methyl 5-Bromopyridine-3-cboxylate 5-Bromopyridine-3-cboxylic Acid [(8R,10S)-10-Methoxy-1,6-dimethylergolin-8-yl]methyl Ester Nicergoline for system suitability 10-methoxy-1,6-dimethyl-ergoline-8-beta-methano5-bromonicotinate(ester) 8-beta-((5-bromonicotinoyloxy)methyl)-1,6-dimethyl-10-alpha-methoxyergoline nicergoline Fr.P 10-methoxy-1,6-dimethyl-ergolin-8-beta-methanol-(5-bromnicotinat) Sermion MNE Nicergoline for peak identification Cergodum Ergoline-8-methanol, 10-methoxy-1,6-dimethyl-, 5-bromo-3-pyridinecboxylate (ester), (8.beta.) Indolo[4,3-fg]quinoline, ergoline-8-methanol deriv (+)-10-methoxy-1,6-dimethylergoline-8-beta-methanol5-bromonicotinate Ergoline-8b-methanol, 10-methoxy-1,6-dimethyl-, 5-bromonicotinate (ester) (8CI) 3-Pyridinecarboxylic acid, 5-bromo-, [(8β)-10-methoxy-1,6-dimethylergolin-8-yl]methyl ester Dilasenil nicotergoline Nicotinic acid, 5-bromo-, (10-methoxy-1,6-dimethylergolin-8b-yl)methyl ester (8CI) ((6,9R,10aS)-10a-Methoxy-4,7-diMethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-9-yl)Methyl 5-broMonicotinate Duracebrol Ergoline-8-methanol, 10-methoxy-1,6-dimethyl-, 5-bromo-3-pyridinecboxylate (ester), (8b)- (9CI) Nargoline Nicergoline> 10-Methoxy-1,6-dimethylergoline-8β-methanol 5-bromonicotinate ester mne nicergolin Nicergoline for peak identification CRS Circo-Men 1-methyl-lumilysergol8-(5-bromonicotinate)10-methylether Nicergoline [USAN:BAN:INN:JAN] Ergoline-8-methanol, 10-methoxy-1,6-dimethyl-, 8-(5-bromo-3-pyridinecboxylate), (8β) 5-BROMONICOTINIC ACID 10-METHOXY-1,6-DIMETHYLERGOLINE-8-METHYL ESTER Ergoline-8-Methanol,10-Methoxy-1,6-diMethyl-, 8-(5-broMo-3-pyridinecboxylate), (8b) 10-methoxy-1,6-dimethyl-ergoline-8-beta-methano5-bromo-3-pyridinecboxy Nicergoline, Sermion 8b-[(5-Bromonicotinoyloxy)methyl]-1,6-dimethyl-10a-methoxyergoline |
| Description | Nicergoline is an ergot derivative used to treat senile dementia and other disorders with vascular origins.Target: Alpha-1A adrenergic receptorNicergoline acts by inhibiting the postsynaptic alpha(1)-adrenoceptors on vascular smooth muscle. This inhibits the vasoconstrictor effect of circulating and locally released catecholamines (epinephrine and norepinephrine), resulting in peripheral vasodilation. Nicergoline displaced [3H]-prazosin bound to rat forebrain membranes pretreated with chloroethylclonidine (pKi = 9.9 +/- 0.2) at concentrations 60-fold lower than in rat liver membranes (pKi = 8.1 +/- 0.2). Finally, of the nicergoline metabolites studied, lumilysergol acted as a modest alpha 1 antagonist (bromonicotinic acid was devoid of alpha 1 antagonist activity). In conclusion, nicergoline is a potent and selective alpha 1A-adrenoceptor subtype antagonist, an alpha 1-adrenoceptor subtype which is mainly represented in resistance arteries [1]. |
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| Related Catalog | |
| References |
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 594.4±50.0 °C at 760 mmHg |
| Melting Point | 136-138° |
| Molecular Formula | C24H26BrN3O3 |
| Molecular Weight | 484.385 |
| Flash Point | 313.3±30.1 °C |
| Exact Mass | 483.115753 |
| PSA | 56.59000 |
| LogP | 4.34 |
| Vapour Pressure | 0.0±1.7 mmHg at 25°C |
| Index of Refraction | 1.670 |
| Storage condition | 2-8°C |
| Water Solubility | Practically insoluble in water, freely soluble in methylene chloride, soluble in ethanol (96 per cent). | Soluble in alcohol, chloroform, and acetone. Insoluble in water. |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
|
| Symbol |
GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302 |
| Precautionary Statements | P301 + P312 + P330 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xn:Harmful |
| Risk Phrases | R22 |
| Safety Phrases | S36 |
| RIDADR | UN 1544 |
| WGK Germany | 3 |
| RTECS | KE6341000 |
| Packaging Group | III |
| Hazard Class | 6.1(b) |
| Precursor 0 | |
|---|---|
| DownStream 2 | |
