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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Reproxalap, Adx-102, 916056-79-6, Reproxalap [usan], Ns-2, Ald-102

Molecular Formula

C₁₂H₁₃ClN₂O

Molecular Weight

236.70 g/mol

InChI Key

GUHFUVLKYSQIOQ-UHFFFAOYSA-N

FDA UNII

F0GIZ22IJH

Reproxalap (previously ADX 102 or NS-2) is a small molecule inhibitor being developed by Aldeyra Therapeutics investigated against dry eye disease, allergic conjunctivitis, noninfectious anterior uveitis, and Sjgren-Larsson syndrome. NS-2 has orphan drug status due to it being investigated for treatment of Sjogren-Larsson syndrome.

1 2D Structure

Reproxalap

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-(3-amino-6-chloroquinolin-2-yl)propan-2-ol

2.1.2 InChI

InChI=1S/C12H13ClN2O/c1-12(2,16)11-9(14)6-7-5-8(13)3-4-10(7)15-11/h3-6,16H,14H2,1-2H3

2.1.3 InChI Key

GUHFUVLKYSQIOQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)(C1=C(C=C2C=C(C=CC2=N1)Cl)N)O

2.2 Other Identifiers

2.2.1 UNII

F0GIZ22IJH

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Adx-102

2. Ald-102

3. Reproxalap

2.3.2 Depositor-Supplied Synonyms

1. Reproxalap

2. Adx-102

3. 916056-79-6

4. Reproxalap [usan]

5. Ns-2

6. Ald-102

7. F0giz22ijh

8. Reproxalap (usan)

9. Ns2

10. Reproxalap [inn]

11. Unii-f0giz22ijh

12. Adx102

13. Chembl4297210

14. Schembl12228833

15. Gtpl10613

16. Ex-a3715

17. Sb18931

18. Example 5 [wo2018039197a1]

19. Hy-107150

20. Cs-0027443

21. D11309

22. 2-(3-amino-6-chloroquinolin-2-yl)-propan-2-ol

23. 2-quinolinemethanol, 3-amino-6-chloro-alpha,alpha-dimethyl-

24. 2-quinolinemethanol, 3-amino-6-chloro-.alpha.,.alpha.-dimethyl-

2.4 Create Date

2007-06-18

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₁₃ClN₂O
Molecular Weight	236.70 g/mol
XLogP3	2.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	236.0716407 g/mol
Monoisotopic Mass	236.0716407 g/mol
Topological Polar Surface Area	59.1 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	259
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 Mechanism of Action

Reproxalap inhibits Reactive Aldehyde Species (RASP) and is being investigated against dry eye disease, allergic conjunctivitis, noninfectious anterior uveitis, and Sjgren-Larsson syndrome.

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