(10-Methoxy-1,6-dimethylergolin-8-yl)methyl 5-bromopyridine-3-carboxylate
Basic information
- CAS
27848-84-6- Standard SMILES
COC12CC(COC(=O)c3cncc(Br)c3)CN(C)C1Cc1cn(C)c3cccc2c13- InChIKey
YSEXMKHXIOCEJA-UHFFFAOYSA-N- Molecular formula
- C24H26BrN3O3
- Average molar mass
- 484.4 g/mol
- Monoisotopic mass
- 483.11575
Overview
5-bromo-3-pyridinecarboxylic acid (10a-methoxy-4,7-dimethyl-6a,8,9,10-tetrahydro-6H-indolo[4,3-fg]quinoline-9-yl)methyl ester is an organonitrogen heterocyclic compound and an organic heterotetracyclic compound.
Names & identifiers
- Preferred name
- (10-Methoxy-1,6-dimethylergolin-8-yl)methyl 5-bromopyridine-3-carboxylate
- IUPAC
- (10a-methoxy-4,7-dimethyl-6a,8,9,10-tetrahydro-6H-indolo[4,3-fg]quinolin-9-yl)methyl 5-bromopyridine-3-carboxylate
- English name
- Nicergoline
- Molecular formula
- C24H26BrN3O3
- Molecular weight
- 484.39
Names & synonyms
(10-methoxy-1,6-dimethylergolin-8-yl)methyl 5-bromopyridine-3-carboxylateNimergoline base5-Bromonicotinic acid 10-methoxy-1,6-dimethylergoline-8-methanol esterC24H26BrN3O3NargolineRP 19651Oprea1_1103665-Bromonicotinic acid 10-methoxy-1,6-dimethylergoline-8-methyl esterSCHEMBL30382902CHEBI:95219DTXSID00860404YSEXMKHXIOCEJA-UHFFFAOYSA-N
Show more names
nicergolin10-Methoxy-1,6-dimethylergoline-8β-methanol 5-bromonicotinatemneMemoqfi6714TA 079ErgobelCS-1354ErgotopSermion
HMS3266B07HMS5083D08NSC150531s4797STL445693AKOS040894269DB-047284L000717
Database identifiers
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 56.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 680
Experimental & physicochemical properties
DrugsPharmaceuticals
Physicochemical properties
- Melting point
- 136 · 136-138°
- Boiling point
- 594.4 · 594.4±50.0 °C(Predicted)
- Density
- 1.3558 · 1.3558 (rough estimate)
- refractive index
- 1.62 · 1.6200 (estimate)
- storage temp.
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility
- Practically insoluble in water, freely soluble in methylene chloride, soluble in ethanol (96 per cent).
- pka
- 6.33 · 6.33±0.40(Predicted)
- form
- Solid
- color
- White to Off-White
- Water Solubility
- Soluble in alcohol, chloroform, and acetone. Insoluble in water.
- Merck
- 14 · 14,9496
- Major Application
- forensics and toxicologypharmaceutical (small molecule)veterinary
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- KE6341000
- ridadr
- 1544
- hs_code
- 29396100
- Toxicity
- LD50 in male mice, rats (mg/kg): 860, 2800 orally; 46, 43 i.v. (Neumann, Lauschner)
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Applications
Usesantipsychotic
UsesNicergoline is a drug used for age-dependent cognitive impairment such as Alzheimers disease and other types of dementia. Nicergoline has shown to protect cultured neurons against β-amyloid toxicity. Nicergoline protects against neuronal cell death induced by activated microglia and astrocytes through the inhibition of inflammatory mediators and the upregulation of neurotrophic factors by glial cells. Nicergoline is a drug used for age-dependent cognitive impairment and it protects cultured neurons against β-amyloid toxicity.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Nicergoline is an organonitrogen heterocyclic compound and an organic heterotetracyclic compound.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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