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Chemistry

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Also known as: Brilaroxazine, 1239729-06-6, X8l60ba01i, 6-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-2h-benzo[b][1,4]oxazin-3(4h)-one, 2h-1,4-benzoxazin-3(4h)-one, 6-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-, 2h-1,4-benzoxazin-3(4h)-one, 6-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-
Molecular Formula
C22H25Cl2N3O3
Molecular Weight
450.4  g/mol
InChI Key
PMKMNTBZJOXTJW-UHFFFAOYSA-N
FDA UNII
X8L60BA01I

Brilaroxazine
Brilaroxazine (RP5063) is an investigational atypical antipsychotic which is under development by Reviva Pharmaceuticals for the treatment of schizophrenia and schizoaffective disorder. Reviva Pharmaceuticals also intends to investigate RP5063 for the treatment of bipolar disorder, major depressive disorder, psychosis/agitation associated with Alzheimer's disease, Parkinson's disease psychosis, attention deficit hyperactivity disorder (ADD/ADHD), and autism. As of May 2015, it is in phase III clinical trials for schizophrenia.
1 2D Structure

Brilaroxazine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
6-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-4H-1,4-benzoxazin-3-one
2.1.2 InChI
InChI=1S/C22H25Cl2N3O3/c23-17-4-3-5-19(22(17)24)27-11-9-26(10-12-27)8-1-2-13-29-16-6-7-20-18(14-16)25-21(28)15-30-20/h3-7,14H,1-2,8-13,15H2,(H,25,28)
2.1.3 InChI Key
PMKMNTBZJOXTJW-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CN(CCN1CCCCOC2=CC3=C(C=C2)OCC(=O)N3)C4=C(C(=CC=C4)Cl)Cl
2.2 Other Identifiers
2.2.1 UNII
X8L60BA01I
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Brilaroxazine

2. 1239729-06-6

3. X8l60ba01i

4. 6-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-2h-benzo[b][1,4]oxazin-3(4h)-one

5. 2h-1,4-benzoxazin-3(4h)-one, 6-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-

6. 2h-1,4-benzoxazin-3(4h)-one, 6-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-

7. 6-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-2h-benzo(b)(1,4)oxazin-3(4h)-one

8. Brilaroxazin

9. Brilaroxazine [inn]

10. Unii-x8l60ba01i

11. Brilaroxazine [who-dd]

12. Schembl3404085

13. Bdbm312188

14. Dtxsid001136921

15. Db09226

16. Rp-5063

17. Us9604944, 15b (example 14)

18. Hy-109112

19. Cs-0077721

20. 6-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-2h-1,4-benzoxazin-3(4h)-one

21. 6-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-4h-1,4-benzoxazin-3-one

22. 2036070-48-9

2.4 Create Date
2010-09-07
3 Chemical and Physical Properties
Molecular Weight 450.4 g/mol
Molecular Formula C22H25Cl2N3O3
XLogP34.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Exact Mass449.1272971 g/mol
Monoisotopic Mass449.1272971 g/mol
Topological Polar Surface Area54 Ų
Heavy Atom Count30
Formal Charge0
Complexity562
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for the treatment of schizophrenia and schizoaffective disorder.


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