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Also known as: 112529-15-4, Pioglitazone hcl, Actos, Piomed, 5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione hydrochloride, U-72107a
Molecular Formula
C19H21ClN2O3S
Molecular Weight
392.9  g/mol
InChI Key
GHUUBYQTCDQWRA-UHFFFAOYSA-N
FDA UNII
JQT35NPK6C

Pioglitazone Hydrochloride
A thiazolidinedione and PPAR GAMMA agonist that is used in the treatment of TYPE 2 DIABETES MELLITUS.
1 2D Structure

Pioglitazone Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-[[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione;hydrochloride
2.1.2 InChI
InChI=1S/C19H20N2O3S.ClH/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17;/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23);1H
2.1.3 InChI Key
GHUUBYQTCDQWRA-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCC1=CN=C(C=C1)CCOC2=CC=C(C=C2)CC3C(=O)NC(=O)S3.Cl
2.2 Other Identifiers
2.2.1 UNII
JQT35NPK6C
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 5-(4-(2-(5-ethyl-2-pyridyl)ethoxy)benzyl)-2,4-thiazolidinedione

2. Actos

3. Ad 4833

4. Ad-4833

5. Ad4833

6. Pioglitazone

7. U 72107a

8. U-72107a

9. U72,107a

10. U72107a

2.3.2 Depositor-Supplied Synonyms

1. 112529-15-4

2. Pioglitazone Hcl

3. Actos

4. Piomed

5. 5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione Hydrochloride

6. U-72107a

7. Pioglitazone (hydrochloride)

8. Ad 4833

9. U 72107a

10. Jqt35npk6c

11. U-72107e

12. Pioglitazone (as Hydrochloride)

13. Str-001

14. [5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-] Thiazolidinedione Hydrochloride

15. Nsc-758876

16. Ncgc00095131-01

17. Pioditazone Hydrochloride

18. 5-[4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl]thiazolidine-2,4-dione Hydrochloride

19. Actos (tn)

20. Dsstox_cid_24203

21. Dsstox_rid_80116

22. Dsstox_gsid_44203

23. 5-[[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione;hydrochloride

24. 2,4-thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-, Monohydrochloride

25. Smr000469167

26. Cas-112529-15-4

27. Pioglitazone Hydrochloride [usan]

28. Unii-jqt35npk6c

29. 5-(4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl)-thiazolidine-2,4-dione Hydrochloride

30. 5-[4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl]-thiazolidine-2,4-dione Hydrochloride

31. 5-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl}-thiazolidine-2,4-dione Hydrochloride

32. 2,4-thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-, Monohydrochloride

33. Mfcd04975446

34. Poze

35. Pioglitazone Hydrochloride [usan:usp]

36. Pioglitazone Cloridrato

37. Pioglitazonehydrochloride

38. Cloridrato De Pioglitazona

39. Pioglitazone, Hydrochloride

40. Clorhidrato De Pioglitazona

41. Chlorhydrate De Pioglitazone

42. (+-)-5-(p-(2-(5-ethyl-2-pyridyl)ethoxy)benzyl)-2,4-thiazolidinedione Monohydrochloride

43. 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione Monohydrochloride

44. Chembl1715

45. Schembl21843

46. Mls001306462

47. Mls001401386

48. Spectrum1504401

49. Chebi:8229

50. Dtxsid3044203

51. Pioglitazone Hcl [vandf]

52. Pioglitazone Hydrochloride ,(s)

53. Pioglitazone Hydrochloride- Bio-x

54. Hms1922l05

55. Pioglitazone Hydrochloride (actos)

56. Act04238

57. Bcp22942

58. Tox21_111440

59. Tox21_300584

60. Ccg-39097

61. S2046

62. Akos015844016

63. Tox21_111440_1

64. Ac-1037

65. Ccg-100931

66. Ks-1186

67. Nc00181

68. Nsc 758876

69. Pioglitazone Hydrochloride (jp17/usp)

70. Pioglitazone Hydrochloride [mi]

71. Sb17324

72. Pioglitazone Hydrochloride [jan]

73. Ncgc00095131-02

74. Ncgc00163128-08

75. Ncgc00254492-01

76. 2,4-thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-, Monohydrochloride, (+-)-

77. Aa-10090

78. Bp164272

79. Hy-14601

80. Pioglitazone Hydrochloride [mart.]

81. Pioglitazone Hydrochloride [vandf]

82. Bcp0726000151

83. Pioglitazone Hydrochloride [usp-rs]

84. Pioglitazone Hydrochloride [who-dd]

85. Pioglitazone Hydrochloride, >=98% (hplc)

86. Am20061770

87. Ft-0601607

88. P1901

89. Sw197561-4

90. D00945

91. Pioglitazone Hydrochloride [orange Book]

92. Oseni Component Pioglitazone Hydrochloride

93. Pioglitazone Hydrochloride [ep Monograph]

94. 025p468

95. A802593

96. Duetact Component Pioglitazone Hydrochloride

97. Pioglitazone Hydrochloride [usp Monograph]

98. Pioglitazone Hydrochloride Component Of Oseni

99. Q-201584

100. Pioglitazone Hydrochloride 100 Microg/ml In Methanol

101. Pioglitazone Hydrochloride Component Of Duetact

102. Q27281642

103. Actoplus Met Component Pioglitazone Hydrochloride

104. Pioglitazone Hydrochloride Component Of Actoplus Met

105. 5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione Hcl

106. Pioglitazone Hydrochloride, European Pharmacopoeia (ep) Reference Standard

107. 5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione, Hcl

108. 5-(4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl)-thiazolidine-2,4-dione Hcl

109. 5-[[4-[2-(5-ethyl-2-pyridinyl)-ethoxy]phenyl]methyl]-2,4-thiazolidinedione Hydrochloride

110. 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione, Hydrochloride

111. 5-[4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl]-2,4-thiazolidinedione Hydrochloride

112. 5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione Hydrochloride

113. Pioglitazone For System Suitability, European Pharmacopoeia (ep) Reference Standard

114. Pioglitazone Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

115. Pioglitazone Hydrochloride, United States Pharmacopeia (usp) Reference Standard

116. (+/-)-5-(p-(2-(5-ethyl-2-pyridyl)ethoxy)benzyl)-2,4-thiazolidinedione Monohydrochloride

117. 127676-30-6

118. 2,4-thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-, Hydrochloride (1:1)

119. 2,4-thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-, Monohydrochloride, (+/-)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 392.9 g/mol
Molecular Formula C19H21ClN2O3S
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Exact Mass392.0961414 g/mol
Monoisotopic Mass392.0961414 g/mol
Topological Polar Surface Area93.6 Ų
Heavy Atom Count26
Formal Charge0
Complexity466
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NamePioglitazone hydrochloride
Drug LabelACTOS (pioglitazone hydrochloride) is an oral antidiabetic agent that acts primarily by decreasing insulin resistance. ACTOS is used in the management of type2 diabetes mellitus (also known as non-insulin-dependent diabetes mellitus [NIDDM] or adul...
Active IngredientPioglitazone hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 15mg base; eq 30mg base; eq 45mg base
Market StatusPrescription
CompanySynthon Pharms; Mylan Pharms; Accord Hlthcare; Aurobindo Pharma; Teva Pharms Usa; Torrent Pharms; Lupin; Sandoz; Watson Labs; Macleods Pharms; Zydus Pharms Usa; Dr Reddys Labs

2 of 2  
Drug NamePioglitazone hydrochloride
Drug LabelACTOS (pioglitazone hydrochloride) is an oral antidiabetic agent that acts primarily by decreasing insulin resistance. ACTOS is used in the management of type2 diabetes mellitus (also known as non-insulin-dependent diabetes mellitus [NIDDM] or adul...
Active IngredientPioglitazone hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 15mg base; eq 30mg base; eq 45mg base
Market StatusPrescription
CompanySynthon Pharms; Mylan Pharms; Accord Hlthcare; Aurobindo Pharma; Teva Pharms Usa; Torrent Pharms; Lupin; Sandoz; Watson Labs; Macleods Pharms; Zydus Pharms Usa; Dr Reddys Labs

4.2 Drug Indication

Pioglitazone is indicated as second or third line treatment of type-2 diabetes mellitus as described below:

- as

* monotherapy: :

- in adult patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance.

- as

* dual oral therapy: in combination with:

- metformin, in adult patients (particularly overweight patients) with insufficient glycaemic control despite maximal tolerated dose of monotherapy with metformin;

- a sulphonylurea, only in adult patients who show intolerance to metformin or for whom metformin is contraindicated, with insufficient glycaemic control despite maximal tolerated dose of monotherapy with a sulphonylurea;

- as

* triple oral therapy: in combination with:

- metformin and a sulphonylurea, in adult patients (particularly overweight patients) with insufficient glycaemic control despite dual oral therapy.

Pioglitazone is also indicated for combination with insulin in type-2 diabetes mellitus adult patients with insufficient glycaemic control on insulin for whom metformin is inappropriate because of contraindications or intolerance.

After initiation of therapy with pioglitazone, patients should be reviewed after three to six months to assess adequacy of response to treatment (e. g. reduction in HbA1c). In patients who fail to show an adequate response, pioglitazone should be discontinued. In light of potential risks with prolonged therapy, prescribers should confirm at subsequent routine reviews that the benefit of pioglitazone is maintained.


Pioglitazone is indicated in the treatment of type-2 diabetes mellitus as

* monotherapy: :

- in adult patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance.

Pioglitazone is also indicated for combination with insulin in type 2 diabetes mellitus adult patients with insufficient glycaemic control on insulin for whom metformin is inappropriate because of contraindications or intolerance.

After initiation of therapy with pioglitazone, patients should be reviewed after 3 to 6 months to assess adequacy of response to treatment (e. g. reduction in HbA1c). In patients who fail to show an adequate response, pioglitazone should be discontinued. In light of potential risks with prolonged therapy, prescribers should confirm at subsequent routine reviews that the benefit of pioglitazone is maintained.


Pioglitazone is indicated in the treatment of type-2 diabetes mellitus:

* as monotherapy:

- in adult patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance.

After initiation of therapy with pioglitazone, patients should be reviewed after 3 to 6 months to assess adequacy of response to treatment (e. g. reduction in HbA1c). In patients who fail to show an adequate response, pioglitazone should be discontinued. In light of potential risks with prolonged therapy, prescribers should confirm at subsequent routine reviews that the benefit of pioglitazone is maintained.


Pioglitazone is indicated as second or third line treatment of type 2 diabetes mellitus as described below:

* as monotherapy:

- in adult patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance.

* as dual oral therapy in combination with:

- metformin, in adult patients (particularly overweight patients) with insufficient glycaemic control despite maximal tolerated dose of monotherapy with metformin.

- a sulphonylurea, only in adult patients who show intolerance to metformin or for whom metformin is contraindicated, with insufficient glycaemic control despite maximal tolerated dose of monotherapy with a sulphonylurea.

* as triple oral therapy in combination with:

- metformin and a sulphonylurea, in adult patients (particularly overweight patients) with insufficient glycaemic control despite dual oral therapy.

Pioglitazone is also indicated for combination with insulin in type 2 diabetes mellitus adult patients with insufficient glycaemic control on insulin for whom metformin is inappropriate because of contraindications or intolerance (see section 4. 4).

After initiation of therapy with pioglitazone, patients should be reviewed after 3 to 6 months to assess adequacy of response to treatment (e. g. reduction in HbA1c). In patients who fail to show an adequate response, pioglitazone should be discontinued. In light of potential risks with prolonged therapy, prescribers should confirm at subsequent routine reviews that the benefit of pioglitazone is maintained (see section 4. 4).


Pioglitazone is indicated in the treatment of type 2 diabetes mellitus:

- as monotherapy

- in adult patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance

- as dual oral therapy in combination with

- metformin, in adult patients (particularly overweight patients) with insufficient glycaemic control despite maximal tolerated dose of monotherapy with metformin

- a sulphonylurea, only in adult patients who show intolerance to metformin or for whom metformin is contraindicated, with insufficient glycaemic control despite maximal tolerated dose of monotherapy with a sulphonylurea

- as triple oral therapy in combination with

- metformin and a sulphonylurea, in adult patients (particularly overweight patients) with insufficient glycaemic control despite dual oral therapy.

Pioglitazone is also indicated for combination with insulin in type 2 diabetes mellitus adult patients with insufficient glycaemic control on insulin for whom metformin is inappropriate because of contraindications or intolerance.

After initiation of therapy with pioglitazone, patients should be reviewed after 3 to 6 months to assess adequacy of response to treatment (e. g. reduction in HbA1c). In patients who fail to show an adequate response, pioglitazone should be discontinued. In light of potential risks with prolonged therapy, prescribers should confirm at subsequent routine reviews that the benefit of pioglitazone is maintained.


Pioglitazone is indicated as second or third line treatment of type-2 diabetes mellitus as described below:

- as monotherapy:

- in adult patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance;

- as dual oral therapy in combination with:

- metformin, in adult patients (particularly overweight patients) with insufficient glycaemic control despite maximal tolerated dose of monotherapy with metformin;

- a sulphonylurea, only in adult patients who show intolerance to metformin or for whom metformin is contraindicated, with insufficient glycaemic control despite maximal tolerated dose of monotherapy with a sulphonylurea;

- as triple oral therapy in combination with:

- metformin and a sulphonylurea, in adult patients (particularly overweight patients) with insufficient glycaemic control despite dual oral therapy.

Pioglitazone is also indicated for combination with insulin in type-2 diabetes mellitus adult patients with insufficient glycaemic control on insulin for whom metformin is inappropriate because of contraindications or intolerance.

After initiation of therapy with pioglitazone, patients should be reviewed after 3 to 6 months to assess adequacy of response to treatment (e. g. reduction in HbA1c). In patients who fail to show an adequate response, pioglitazone should be discontinued. In light of potential risks with prolonged therapy, prescribers should confirm at subsequent routine reviews that the benefit of pioglitazone is maintained.


Pioglitazone is indicated in the treatment of type-2 diabetes mellitus:

- as

* monotherapy: :

- in patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance;

- as

* dual oral therapy: in combination with:

- metformin, in patients (particularly overweight patients) with insufficient glycaemic control despite maximal tolerated dose of monotherapy with metformin;

- a sulphonylurea, only in patients who show intolerance to metformin or for whom metformin is contraindicated, with insufficient glycaemic control despite maximal tolerated dose of monotherapy with a sulphonylurea;

- as

* triple oral therapy: in combination with:

- metformin and a sulphonylurea, in patients (particularly overweight patients) with insufficient glycaemic control despite dual oral therapy.

Pioglitazone is also indicated for combination with insulin in type-2 diabetes mellitus patients with insufficient glycaemic control on insulin for whom metformin is inappropriate because of contraindications or intolerance.


Pioglitazone is indicated as second or third line treatment of type 2 diabetes mellitus as described below:

* as monotherapy:

- in adult patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance;

as

* dual oral therapy: in combination with

- metformin, in adult patients (particularly overweight patients) with insufficient glycaemic control despite maximal tolerated dose of monotherapy with metformin;

- a sulphonylurea, only in adult patients who show intolerance to metformin or for whom metformin is contraindicated, with insufficient glycaemic control despite maximal tolerated dose of monotherapy with a sulphonylurea;

as

* triple oral therapy: in combination with

- metformin and a sulphonylurea, in adult patients (particularly overweight patients) with insufficient glycaemic control despite dual oral therapy.

Pioglitazone is also indicated for combination with insulin in type 2 diabetes mellitus in adult patients with insufficient glycaemic control on insulin for whom metformin is inappropriate because of contraindications or intolerance.

After initiation of therapy with pioglitazone, patients should be reviewed after 3 to 6 months to assess adequacy of response to treatment (e. g. reduction in HbA1c). In patients who fail to show an adequate response, pioglitazone should be discontinued. In light of potential risks with prolonged therapy, prescribers should confirm at subsequent routine reviews that the benefit of pioglitazone is maintained.


Pioglitazone is indicated as second or third line treatment of type 2 diabetes mellitus as described below:

as monotherapy

- in adult patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance;

as dual oral therapy in combination with

- a sulphonylurea, only in adult patients who show intolerance to metformin or for whom metformin is contraindicated, with insufficient glycaemic control despite maximal tolerated dose of monotherapy with a sulphonylurea;

Pioglitazone is also indicated for combination with insulin in type 2 diabetes mellitus in adult patients with insufficient glycaemic control on insulin for whom metformin is inappropriate because of contraindications or intolerance.

After initiation of therapy with pioglitazone, patients should be reviewed after 3 to 6 months to assess adequacy of response to treatment (e. g. reduction in HbA1c). In patients who fail to show an adequate response, pioglitazone should be discontinued. In light of potential risks with prolonged therapy, prescribers should confirm at subsequent routine reviews that the benefit of pioglitazone is maintained.


Pioglitazone is indicated as second- or third-line treatment of type-2 diabetes mellitus as described below:

* as monotherapy: :

- in adult patients (particularly overweight patients) inadequately controlled by diet and exercise for whom metformin is inappropriate because of contraindications or intolerance;

* as dual oral therapy in combination with: :

- metformin, in adult patients (particularly overweight patients) with insufficient glycaemic control despite maximal tolerated dose of monotherapy with metformin;

- a sulphonylurea, only in adult patients who show intolerance to metformin or for whom metformin is contraindicated, with insufficient glycaemic control despite maximal tolerated dose of monotherapy with a sulphonylurea;

* as triple oral therapy in combination with: :

- metformin and a sulphonylurea, in adult patients (particularly overweight patients) with insufficient glycaemic control despite dual oral therapy.

Pioglitazone is also indicated for combination with insulin in type-2-diabetes-mellitus adult patients with insufficient glycaemic control on insulin for whom metformin is inappropriate because of contraindications or intolerance (see section 4. 4).

After initiation of therapy with pioglitazone, patients should be reviewed after three to six months to assess adequacy of response to treatment (e. g. reduction in HbA1c). In patients who fail to show an adequate response, pioglitazone should be discontinued. In light of potential risks with prolonged therapy, prescribers should confirm at subsequent routine reviews that the benefit of pioglitazone is maintained (see section 4. 4).


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Hypoglycemic Agents

Substances which lower blood glucose levels. (See all compounds classified as Hypoglycemic Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
PPAR gamma [CS]; Peroxisome Proliferator Receptor alpha Agonist [EPC]; Peroxisome Proliferator Receptor gamma Agonist [EPC]; Peroxisome Proliferator-activated Receptor Activity [MoA]; Thiazolidinedione [EPC]; Thiazolidinediones [CS]; PPAR alpha [CS]
5.3 ATC Code

A10BG03


A10BG03


A10BG03


A10BG03


A10BG03


A10BG03


A10BG03


A10BG03


A10BG03


A10BG03


API Reference Price

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07-Jan-2021
29-Aug-2024
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