Basic information
- CAS
88058-88-2- Standard SMILES
CCCN1CCO[C@@H]2c3cc(O)ccc3CC[C@H]21- InChIKey
JCSREICEMHWFAY-HUUCEWRRSA-N- Molecular formula
- C15H21NO2
- Average molar mass
- 247.33 g/mol
- Monoisotopic mass
- 247.15722891
Overview
Naxagolide is an organic heterotricyclic compound that is (4aR,10bR)-3,4,4a,5,6,10b-hexahydro-2H-naphtho[1,2-b][1,4]oxazine substituted by propyl and hydroxy groups at positions 4 and 9, respectively. It is a potent dopamine D2-receptor agonist and its hydrochloride salt was under clinical development by Merck & Co as a potential antiparkinsonian agent (now discontinued). It has a role as an anticonvulsant, an antiparkinson drug and a dopamine agonist. It is an organic heterotricyclic compound, a member of phenols and a tertiary amino compound. It is a conjugate base of a naxagolide(1+).
Names & identifiers
- Preferred name
- Naxagolide
- IUPAC
- (4aR,10bR)-4-propyl-2,3,4a,5,6,10b-hexahydrobenzo[h][1,4]benzoxazin-9-ol
- English name
- Naxagolide
- Molecular formula
- C15H21NO2
- Molecular weight
- 247.33
Names & synonyms
NAXAGOLIDE88058-88-2dopazinolNazagolideNaxagolidaNaxagolidum(+)-PHNO(+)-4-Propyl-9-hydroxynaphthoxazine(r,r)-phno22Z7E0X6OFDTXSID602367822H-Naphth(1,2-b)-1,4-oxazin-9-ol, 3,4,4a,5,6,10b-hexahydro-4-propyl-, (4aR-trans)-
Show more names
L-64739CS-1515Naxagolide [inn](+)-PHNO88058-88-2Naxagolide free baseNaxagolide/Dopazinol
4-Propyl-9-hydroxy-1,2,3,4a,5,6-hexahydronaphthoxazineCHEBI:177372(11C)(+)-PHNO4-propyl-9-hydroxynaphthoxazineN-0500(11C)-(+)-PHNO(11C)-(+)-propyl-hexahydro-naphtho-oxazinRefChem:164887
Database identifiers
- CAS
88058-88-2- PubChem CID
- 57533
- DTXSID
DTXSID60236782- ChEMBL
CHEMBL1288585、CHEMBL69271- ChEBI
CHEBI:177372- UNII
- 22Z7E0X6OF
- Nikkaji
- J379.879H、J386.374C
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 32.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 284
Experimental & physicochemical properties
LogP2.09
Physicochemical properties
- Boiling point
- 391.732 · 391.732±42.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.11 · 1.110±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 200 mg/mL · DMSO : 200 mg/mL (808.64 mM; Need ultrasonic)
- form
- Solid
- pka
- 10.068 · 10.068±0.20(predicted)
- color
- White to off-white
- FDA UNII
- 22 Z7E0X6OF · 22Z7E0X6OF
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationDrugs that bind to and activate dopamine receptors.
Applications
UsesAntiparkinsonian;dopamine agonist.
Suppliers19 total
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
杭州辅润医药科技有限公司15658004993 · [email protected]
上海瀚香生物科技有限公司177-54423994 17754423994 · [email protected]
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
上海楼岚生物科技有限公司021-52996696，15000506266 15000506266
杭州六可生物科技有限公司+86-0571-86912261 +86-15658003402 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
武汉多普乐生物医药有限公司+86-02787215551 19945035818 · [email protected]
上海昂提生物科技有限公司13764913901 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
Cckinase, Inc.+1 (732)236-3202 · [email protected]
苏州爱玛特生物科技有限公司0512-56316828 400-867-5858;400-867-5858 · [email protected]
爱必信（上海）生物科技有限公司13761418683 · [email protected]
career henan chemical co+86-0371-86658258 · [email protected]
上海晶石医药科技有限公司021-000000 · [email protected]
台州市科瑞生物技术有限公司+86-0576-88813233 +86-13396860566 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
常州辰鸿生物科技有限公司+86-0519-85788828 +86-13775037613 · [email protected]
Additional notes
DefinitionChEBI: Naxagolide is an organic heterotricyclic compound that is (4aR,10bR)-3,4,4a,5,6,10b-hexahydro-2H-naphtho[1,2-b][1,4]oxazine substituted by propyl and hydroxy groups at positions 4 and 9, respectively. It is a potent dopamine D2-receptor agonist and its hydrochloride salt was under clinical development by Merck & Co as a potential antiparkinsonian agent (now discontinued). It has a role as an antiparkinson drug, a dopamine agonist and an anticonvulsant. It is a tertiary amino compound, an organic heterotricyclic compound and a member of phenols. It is a conjugate base of a naxagolide(1+).
Related reactions
2 records
Compound notes
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