Triamcinolone Hexacetonide

Synopsis, Chemistry

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INJECTABLE;INJECTION - 20MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, INJECTABLE;INJECTION - 5MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

INJECTABLE;INJECTION - 20MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
INJECTABLE;INJECTION - 5MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

RELATED EXCIPIENT COMPANIES

Suppliers, 11 Roquette, 6 Seppic, 4 Actylis, 3 Gangwal Chemicals, 3 Nanjing Well Pharmaceutical, 2 SPI Pharma, 1 Shijiazhuang Huaxu Pharmaceutical, 1 BASF, 1 Nanjing Bold Chemical, 1 Finar, 1 Zhejiang Huakang Pharmaceutical, 1 Jai Radhe Sales, 1 Rochem International Inc, 1 Gangwal Healthcare, 1 DKSH

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11 Solubilizers, 10 Film Formers & Plasticizers, 9 Parenteral, 5 Topical, 5 Fillers, Diluents & Binders, 4 Taste Masking, 4 Coating Systems & Additives, 3 Emulsifying Agents, 2 Direct Compression, 2 Co-Processed Excipients, 2 Surfactant & Foaming Agents, 2 Chewable & Orodispersible Aids, 1 Thickeners and Stabilizers, 1 API Stability Enhancers, 1 Soft Gelatin, 1 Rheology Modifiers

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Also known as: 5611-51-8, Aristospan, Lederspan, Tatba, Cl 34433, Tiamcinoloni hexacetonidum [inn]

Molecular Formula

C₃₀H₄₁FO₇

Molecular Weight

532.6 g/mol

InChI Key

TZIZWYVVGLXXFV-FLRHRWPCSA-N

FDA UNII

I7GT1U99Y9

Triamcinolone Hexacetonide is the hexacetonide salt form of triamcinolone, a synthetic glucocorticosteroid with immunosuppressive and anti-inflammatory activity. Triamcinolone hexacetonide binds to specific cytosolic glucocorticoid receptors and subsequently interacts with glucocorticoid receptor response element on DNA and alters gene expression. This results in an induction of the synthesis of certain anti-inflammatory proteins while inhibiting the synthesis of certain inflammatory mediators. Consequently, an overall reduction in chronic inflammation and autoimmune reactions are accomplished.

1 2D Structure

Triamcinolone Hexacetonide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[2-[(1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxoethyl] 3,3-dimethylbutanoate

2.1.2 InChI

InChI=1S/C30H41FO7/c1-25(2,3)15-24(35)36-16-22(34)30-23(37-26(4,5)38-30)13-20-19-9-8-17-12-18(32)10-11-27(17,6)29(19,31)21(33)14-28(20,30)7/h10-12,19-21,23,33H,8-9,13-16H2,1-7H3/t19-,20-,21-,23+,27-,28-,29-,30+/m0/s1

2.1.3 InChI Key

TZIZWYVVGLXXFV-FLRHRWPCSA-N

2.1.4 Canonical SMILES

CC1(OC2CC3C4CCC5=CC(=O)C=CC5(C4(C(CC3(C2(O1)C(=O)COC(=O)CC(C)(C)C)C)O)F)C)C

2.1.5 Isomeric SMILES

C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)COC(=O)CC(C)(C)C)CCC5=CC(=O)C=C[C@@]53C)F)O

2.2 Other Identifiers

2.2.1 UNII

I7GT1U99Y9

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 9-fluoro-11 Beta,16 Alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Cyclic 16,17-acetal With Acetone, 21-(3,3-dimethylbutyrate)

2. Aristospan

2.3.2 Depositor-Supplied Synonyms

1. 5611-51-8

2. Aristospan

3. Lederspan

4. Tatba

5. Cl 34433

6. Tiamcinoloni Hexacetonidum [inn]

7. Chebi:9670

8. I7gt1u99y9

9. [2-[(1s,2s,4r,8s,9s,11s,12r,13s)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxoethyl] 3,3-dimethylbutanoate

10. Aristospan (tn)

11. Pregna-1,4-diene-3,20-dione,21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (11b,16a)-

12. Triamcinolone Esacetonide

13. Tiamcinoloni Hexacetonidum

14. Triamcinoloni Hexacetonidum

15. Hexacetonide De Triamcinolone

16. Hexacetonido De Triancinolona

17. Unii-i7gt1u99y9

18. Triamcinolone Esacetonide [dcit]

19. Ncgc00182544-01

20. (11?,16?)-21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione

21. Einecs 227-031-4

22. Brn 1413888

23. Triamcinoloni Hexacetonidum [inn-latin]

24. Cl-34433

25. Hexacetonide De Triamcinolone [inn-french]

26. Triamcinolone-hexacetonide

27. Hexacetonido De Triancinolona [inn-spanish]

28. Triamcinolone Hexace-tonide

29. Schembl7543

30. Triamcinolone Hexacetonide [usan:usp:inn:ban]

31. Dsstox_cid_28560

32. Dsstox_rid_82832

33. Dsstox_gsid_48634

34. 5-19-06-00569 (beilstein Handbook Reference)

35. Triamcinolonehexacetonide

36. Chembl1200878

37. Dtxsid0048634

38. 9-fluoro-11.beta.,16.alpha.,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Cyclic 16,17-acetal With Acetone 21-(3,3-dimethylbutyrate)

39. Pregna-1,4-diene-3,20-dione, 21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))-, (11.beta.,16.alpha.)-

40. Zinc4097475

41. Tox21_112979

42. Hy-u00103

43. Triamcinolone Hexacetonide (usp/inn)

44. Cs-7139

45. Triamcinolone Hexacetonide [mi]

46. Triamcinolone Hexacetonide [inn]

47. Triamcinolone Hexacetonide [usan]

48. 9-fluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Cyclic 16,17-acetal With Acetone 21-(3,3-dimethylbutyrate)

49. Pregna-1,4-diene-3,20-dione, 21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))-, (11beta,16alpha)-

50. Triamcinolone Hexacetonide [mart.]

51. Triamcinolone Hexacetonide [vandf]

52. Cas-5611-51-8

53. Triamcinolone Hexacetonide [usp-rs]

54. Triamcinolone Hexacetonide [who-dd]

55. C08185

56. D00985

57. Triamcinolone Hexacetonide [orange Book]

58. Triamcinolone Hexacetonide [ep Monograph]

59. Triamcinolone Hexacetonide [usp Impurity]

60. Triamcinolone Hexacetonide [usp Monograph]

61. Q1593246

62. (11beta,16alpha)-21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))pregna-1,4-diene-3,20-dione

63. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,16-alpha,17,21-tetrahydroxy-, Cyclic 16,17-acetal With Acetone, 21-(3,3-dimethylbutyrate)

64. Pregna-1,4-diene-3,20-dione,21-(3,3-dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-,(11b,16a)-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₃₀H₄₁FO₇
Molecular Weight	532.6 g/mol
XLogP3	4.8
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Exact Mass	532.28363180 g/mol
Monoisotopic Mass	532.28363180 g/mol
Topological Polar Surface Area	99.1 Å²
Heavy Atom Count	38
Formal Charge	0
Complexity	1130
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
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

Anti-Inflammatory Agents

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]

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Triamcinolone Hexacetonide

Triamcinolone Hexacetonide

Synopsis

Chemistry

APIs // Active Pharmaceutical Ingredients

11 API Suppliers

5 USDMF

2 CEP/COS

1 EU WC

2 NDC API

8 Listed Suppliers

DEVELOPMENTS

1 Drug(s) in Development

DOSSIERs // Finished Dosage Formulations

8 Dossiers

2 FDA Orange Book

3 Europe

2 Canada

1 Listed Dossiers

DRUG PRODUCT COMPOSITION

INJECTABLE;INJECTION - 20MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

INJECTABLE;INJECTION - 5MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

RELATED EXCIPIENT COMPANIES

Suppliers

11 Roquette

6 Seppic

4 Actylis

3 Gangwal Chemicals

3 Nanjing Well Pharmaceutical

2 SPI Pharma

1 Shijiazhuang Huaxu Pharmaceutical

1 BASF

1 Nanjing Bold Chemical

1 Finar

1 Zhejiang Huakang Pharmaceutical

1 Jai Radhe Sales

1 Rochem International Inc

1 Gangwal Healthcare

1 DKSH

EXCIPIENTS BY APPLICATIONS

11 Solubilizers

10 Film Formers & Plasticizers

9 Parenteral

5 Topical

5 Fillers, Diluents & Binders

4 Taste Masking

4 Coating Systems & Additives

3 Emulsifying Agents

2 Direct Compression

2 Co-Processed Excipients

2 Surfactant & Foaming Agents

2 Chewable & Orodispersible Aids

1 Thickeners and Stabilizers

1 API Stability Enhancers

1 Soft Gelatin

1 Rheology Modifiers

GLOBAL SALES INFORMATION

1 US Medicaid Prescriptions

MARKET PLACE

1 APIs

API SUPPLIERS

API REF. PRICE (USD / KG)

INTERMEDIATES

DOSSIERS // FDF

GLOBAL SALES (USD Million)

EXCIPIENTS

PATENTS & EXCLUSIVITIES

DIGITAL CONTENT

REF STANDARD

SERVICES

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INJECTABLE;INJECTION - 20MG/ML Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons

INJECTABLE;INJECTION - 5MG/ML Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons