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Cysteamine Bitartrate

Cysteamine Bitartrate

Synopsis, Chemistry

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CAPSULE, DELAYED RELEASE;ORAL - EQ 25MG BASE
CAPSULE, DELAYED RELEASE;ORAL - EQ 75MG BASE

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Also known as: 27761-19-9, Cysteamine (bitartrate), Mercamine bitartrate, Chebi:50386, Rp-103, Schembl49513

Molecular Formula

C₆H₁₃NO₆S

Molecular Weight

227.24 g/mol

InChI Key

NSKJTUFFDRENDM-UHFFFAOYSA-N

A mercaptoethylamine compound that is endogenously derived from the COENZYME A degradative pathway. The fact that cysteamine is readily transported into LYSOSOMES where it reacts with CYSTINE to form cysteine-cysteamine disulfide and CYSTEINE has led to its use in CYSTINE DEPLETING AGENTS for the treatment of CYSTINOSIS.

1 2D Structure

Cysteamine Bitartrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-aminoethanethiol;2,3-dihydroxybutanedioic acid

2.1.2 InChI

InChI=1S/C4H6O6.C2H7NS/c5-1(3(7)8)2(6)4(9)10;3-1-2-4/h1-2,5-6H,(H,7,8)(H,9,10);4H,1-3H2

2.1.3 InChI Key

NSKJTUFFDRENDM-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C(CS)N.C(C(C(=O)O)O)(C(=O)O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 2 Aminoethanethiol

2. 2-aminoethanethiol

3. 35s-labeled Cysteamine

4. Becaptan

5. Beta Mercaptoethylamine

6. Beta-mercaptoethylamine

7. Bitartrate, Cysteamine

8. Cystagon

9. Cysteamine

10. Cysteamine Dihydrochloride

11. Cysteamine Hydrobromide

12. Cysteamine Hydrochloride

13. Cysteamine Maleate (1:1)

14. Cysteamine Tartrate

15. Cysteamine Tartrate (1:1)

16. Cysteamine Tosylate

17. Cysteamine, 35s Labeled

18. Cysteamine, 35s-labeled

19. Cysteinamine

20. Dihydrochloride, Cysteamine

21. Hydrobromide, Cysteamine

22. Hydrochloride, Cysteamine

23. Mercamine

24. Mercaptamine

25. Mercaptoethylamine

26. Tartrate, Cysteamine

27. Tosylate, Cysteamine

2.2.2 Depositor-Supplied Synonyms

1. 27761-19-9

2. Cysteamine (bitartrate)

3. Mercamine Bitartrate

4. Chebi:50386

5. Rp-103

6. Schembl49513

7. Chembl2062263

8. Bcp15048

9. Akos024332936

10. 2-aminoethanethiol 2,3-dihydroxysuccinate

11. Db-114321

12. Ft-0696891

13. 2-aminoethanethiol;2,3-dihydroxybutanedioic Acid

14. A900934

15. Q27122045

2.3 Create Date

2007-12-05

3 Chemical and Physical Properties

Molecular Formula	C₆H₁₃NO₆S
Molecular Weight	227.24 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Exact Mass	227.04635831 g/mol
Monoisotopic Mass	227.04635831 g/mol
Topological Polar Surface Area	142 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	144
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Cystine Depleting Agents

Compounds and drugs that react with CYSTINE and convert it into a compound that can be more easily metabolized or intracellularly transported. Drugs in this class have been used to treat CYSTINOSIS. (See all compounds classified as Cystine Depleting Agents.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Cystine Disulfide Reduction [MoA]; Cystine Depleting Agent [EPC]