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Also known as: 156-57-0, 2-aminoethanethiol hydrochloride, Cysteamine hcl, 2-mercaptoethylamine hydrochloride, Mercaptamine hydrochloride, Bekaptan

Molecular Formula

C₂H₈ClNS

Molecular Weight

113.61 g/mol

InChI Key

OGMADIBCHLQMIP-UHFFFAOYSA-N

FDA UNII

IF1B771SVB

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 Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-aminoethanethiol;hydrochloride

2.1.2 InChI

InChI=1S/C2H7NS.ClH/c3-1-2-4;/h4H,1-3H2;1H

2.1.3 InChI Key

OGMADIBCHLQMIP-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C(CS)N.Cl

2.2 Other Identifiers

2.2.1 UNII

IF1B771SVB

2.3 Synonyms

2.3.1 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 Bitartrate

11. Cysteamine Dihydrochloride

12. Cysteamine Hydrobromide

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

2.3.2 Depositor-Supplied Synonyms

1. 156-57-0

2. 2-aminoethanethiol Hydrochloride

3. Cysteamine Hcl

4. 2-mercaptoethylamine Hydrochloride

5. Mercaptamine Hydrochloride

6. Bekaptan

7. Cysteaminium Chloride

8. Ethanethiol, 2-amino-, Hydrochloride

9. Mercaptoethylamine Hydrochloride

10. Cysteamine (hydrochloride)

11. 2-thioethylamine Hydrochloride

12. Cysteamine Hydrochloride [usan]

13. 2-aminoethane-1-thiol Hydrochloride

14. 2-aminoethanethiol;hydrochloride

15. Beta-mercaptoethylamine Hydrochloride

16. Mfcd00012904

17. Nsc-758692

18. 2-mercaptoethylammonium Chloride

19. Ci-9148

20. If1b771svb

21. Thioethanolamine Hydrochloride

22. 2-aminoethylmercaptan Hydrochloride

23. Nsc-21116

24. Nsc-25116

25. Ncgc00094090-01

26. 2-mercaptoethylamine Hcl

27. Dsstox_cid_25779

28. Dsstox_rid_81121

29. Dsstox_gsid_45779

30. Merkamin Hydrochloride

31. Cysteamine Hydrochloride (usan)

32. Mercamine Hydrochloride

33. Cysteamine Chlorohydrate

34. Usaf Ee-3

35. Cas-156-57-0

36. Cysteaminhydrochlorid

37. Cysteaminhydrochlorid [german]

38. Ccris 3926

39. Eta-mercaptoethylamine Hydrochloride

40. 1-aminoethane-2-thiol Hydrochloride

41. Einecs 205-858-1

42. Nsc 21116

43. Unii-if1b771svb

44. 1-amino-2-mercaptoethane Hydrochloride

45. Ci 9148

46. Ethylamine, 2-mercapto-, Hydrochloride

47. Cysteamine-hcl

48. Ai3-26089

49. Ccris 3619

50. Beta-mercaptoaethylamin Chlorhydrat [german]

51. A-889

52. Beta-mercaptoaethylamin Chlorhydrat

53. Cystaran (tn)

54. Decarboxycystine Hcl

55. Cym-h.hcl

56. Cystadrops

57. Cysteamine Hydrochoride

58. 2-aminoethanethiol-hcl

59. Cysteamine, Hydrochloride

60. Spectrum2_001667

61. Spectrum3_000992

62. Spectrum4_001120

63. Spectrum5_001422

64. (beta)-mea Hydrochloride

65. Ec 205-858-1

66. Schembl51598

67. Kbiogr_001600

68. Mls000028734

69. Cysteamine Hcl [inci]

70. Decarboxycysteine Hydrochloride

71. Spectrum1504226

72. 2-aminoethanthiol Hydrochloride

73. Spbio_001853

74. Mercaptamine; Mea Hydrochloride

75. Chembl1256137

76. Dtxsid8045779

77. 2-amino-ethanethiol Hydrochloride

78. 2-aminoethanethiol, Hydrochloride

79. B-mercaptoethylamine Hydrochloride

80. Kbio3_001903

81. 2-mercaptoethanamine Hydrochloride

82. A-mercaptoethylamine Hydrochloride

83. Cysteamine Hydrochloride, Bioxtra

84. Hms1922h05

85. Pharmakon1600-01504226

86. Bcp15033

87. Hydrochloric Acid 2-aminoethanethiol

88. Tox21_111245

89. Tox21_500749

90. Ac-301

91. Ccg-39094

92. Cysteamine Hydrochloride [mi]

93. Nsc758692

94. S4206

95. Akos007929948

96. Tox21_111245_1

97. Lp00749

98. 2-aminoethanethiol Hydrochloride (1:1)

99. Cysteamine Hydrochloride [vandf]

100. Ncgc00015691-06

101. Ncgc00094090-02

102. Ncgc00094090-03

103. Ncgc00094090-04

104. Ncgc00261434-01

105. As-12111

106. Hy-77591

107. Mercaptamine Hydrochloride [mart.]

108. Smr000059101

109. 2-aminoethanethiol Chloride;cysteamine Hcl

110. Cysteamine Hydrochloride, >=97.0% (rt)

111. Mercaptamine Hydrochloride [who-dd]

112. Db-043323

113. A0296

114. Cysteamine Hydrochloride, Analytical Standard

115. Eu-0100749

116. Ft-0611242

117. Sw219210-1

118. Cysteamine Hydrochloride [orange Book]

119. Cysteamine Hydrochloride, >=98% (titration)

120. Ethanethiol, 2-amino-, Hydrochloride (1:1)

121. A16474

122. C-9520

123. D03635

124. D70222

125. M 6500

126. A809757

127. Sr-01000075546-1

128. Q27280697

129. Cysteamine Hydrochloride, Vetec(tm) Reagent Grade, 98%

130. F2191-0299

131. Cysteamine Hydrochloride, Pharmagrade, Manufactured Under Appropriate Controls For Use As Raw Material In Pharma Or Biopharmaceutical Production.

132. Cysteamine Hydrochloride, Pharmagrade, Manufactured Under Appropriate Gmp Controls For Pharma Or Biopharmaceutical Production

2.4 Create Date

2005-07-19

3 Chemical and Physical Properties

Molecular Formula	C₂H₈ClNS
Molecular Weight	113.61 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	1
Exact Mass	113.0065981 g/mol
Monoisotopic Mass	113.0065981 g/mol
Topological Polar Surface Area	27 Å²
Heavy Atom Count	5
Formal Charge	0
Complexity	10
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	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Cystaran
PubMed Health	Cysteamine (Into the eye)
Drug Classes	Ophthalmologic Agent
Drug Label	CYSTARAN is a sterile ophthalmic solution containing 6.5 mg/mL of cysteamine hydrochloride, equivalent to 4.4 mg/mL of cysteamine (0.44%) as the active ingredient. Cysteamine is a cystine-depleting agent which lowers the cystine content of cells in p...
Active Ingredient	Cysteamine hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	eq 0.44% base
Market Status	Prescription
Company	Sigma Tau

2 of 2
Drug Name	Cystaran
PubMed Health	Cysteamine (Into the eye)
Drug Classes	Ophthalmologic Agent
Drug Label	CYSTARAN is a sterile ophthalmic solution containing 6.5 mg/mL of cysteamine hydrochloride, equivalent to 4.4 mg/mL of cysteamine (0.44%) as the active ingredient. Cysteamine is a cystine-depleting agent which lowers the cystine content of cells in p...
Active Ingredient	Cysteamine hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	eq 0.44% base
Market Status	Prescription
Company	Sigma Tau

4.2 Drug Indication

Cystadrops is indicated for the treatment of corneal cystine crystal deposits in adults and children from 2 years of age with cystinosis.

5 Pharmacology and Biochemistry

5.1 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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

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

5.3 ATC Code

S01XA21

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