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CHEMISTRY
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DEVELOPMENTS

8 Drugs in Development

8 Drugs in Development

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14 NEWS #PharmaBuzz

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14 NEWS #PharmaBuzz

Synopsis

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Chemistry

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Also known as: 104632-28-2, (r)-pramipexole, (r)-n6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine, R-(+)-pramipexole, (6r)-6-n-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine, Wi638gus96

Molecular Formula

C₁₀H₁₇N₃S

Molecular Weight

211.33 g/mol

InChI Key

FASDKYOPVNHBLU-SSDOTTSWSA-N

FDA UNII

WI638GUS96

A benzothiazole derivative and dopamine agonist with antioxidant properties that is used in the treatment of PARKINSON DISEASE and RESTLESS LEGS SYNDROME.

1 2D Structure

Dexpramipexole

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine

2.1.2 InChI

InChI=1S/C10H17N3S/c1-2-5-12-7-3-4-8-9(6-7)14-10(11)13-8/h7,12H,2-6H2,1H3,(H2,11,13)/t7-/m1/s1

2.1.3 InChI Key

FASDKYOPVNHBLU-SSDOTTSWSA-N

2.1.4 Canonical SMILES

CCCNC1CCC2=C(C1)SC(=N2)N

2.1.5 Isomeric SMILES

CCCN[C@@H]1CCC2=C(C1)SC(=N2)N

2.2 Other Identifiers

2.2.1 UNII

WI638GUS96

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2 Amino 6 Propylaminotetrahydrobenzothiazole

2. 2-amino-4,5,6,7-tetrahydro-6-propylaminobenzothiazole

3. 2-amino-6-propylaminotetrahydrobenzothiazole

4. 4,5,6,7-tetrahydro-n6-propyl-2,6-benzothiazole-diamine

5. 6,7-tetrahydro-n6-propyl-2,6-benzothiazolediamine Dihydrochloride Monohydrate

6. Kns 760704

7. Kns-760704

8. Kns760704

9. Mirapex

10. Pramipexol

11. Pramipexol Dihydrobromide, (+-)-isomer

12. Pramipexol Dihydrochloride, (s)-isomer

13. Pramipexol, (+-)-isomer

14. Pramipexol, (r)-isomer

15. Pramipexole

16. Pramipexole Dihydrochloride

17. Pramipexole Dihydrochloride Anhydrous

18. Pramipexole Hydrochloride Monohydrate

19. Sifrol

20. Snd 919

21. Snd 919cl2x

22. Snd-919

23. Snd-919cl2x

24. Snd919cl2x

2.3.2 Depositor-Supplied Synonyms

1. 104632-28-2

2. (r)-pramipexole

3. (r)-n6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine

4. R-(+)-pramipexole

5. (6r)-6-n-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine

6. Wi638gus96

7. Kns-760704

8. (r)-pramipexole Dihydrochloride

9. Dexpramipexole Dihydrochloride

10. Dexpramipexole [usan:inn]

11. Unii-wi638gus96

12. Dexpramipexole (usan/inn)

13. Dexpramipexole [inn]

14. Schembl74780

15. Dexpramipexole [usan]

16. Mls006011813

17. Chembl249420

18. Dexpramipexole [who-dd]

19. Dtxsid50146624

20. Bcp12512

21. Zinc3831352

22. 2,6-benzothiazolediamine, 4,5,6,7-tetrahydro-n6-propyl-, (6r)-

23. Bdbm50568780

24. Hy-17355b

25. Stk621530

26. Akos005555111

27. Cs-1196

28. Db15130

29. Ac-36724

30. As-56557

31. Smr004703492

32. D09886

33. F19514

34. Q5268345

35. (6r)-4,5,6,7-tetrahydro-n6-propyl-2,6-benzothiazole-diamine

36. (6r)-n6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine

37. (6r)-n~6~-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine

38. (r)-4,5,6,7-tetrahydro-6-(propylamino)-benzothiazole-2-amine

39. 2,6-benzothiazolediamine, 4,5,6,7-tetrahydro-n6-propyl-, (r)-

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₇N₃S
Molecular Weight	211.33 g/mol
XLogP3	1.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	211.11431873 g/mol
Monoisotopic Mass	211.11431873 g/mol
Topological Polar Surface Area	79.2 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	188
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
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 MeSH Pharmacological Classification

Antioxidants

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

Antiparkinson Agents

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)

Dopamine Agonists

Drugs that bind to and activate dopamine receptors. (See all compounds classified as Dopamine Agonists.)

Drugs in Development