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Halometasone

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Synopsis

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Chemistry

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Also known as: 50629-82-8, 2-chloroflumethasone, Halometasone [inn], Halometasone monohydrate, Halometasone hydrate, J69z9uu41z

Molecular Formula

C₂₂H₂₇ClF₂O₅

Molecular Weight

444.9 g/mol

InChI Key

GGXMRPUKBWXVHE-MIHLVHIWSA-N

FDA UNII

J69Z9UU41Z

1 2D Structure

Halometasone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6S,8S,9R,10S,11S,13S,14S,16R,17R)-2-chloro-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

2.1.2 InChI

InChI=1S/C22H27ClF2O5/c1-10-4-11-12-5-15(24)13-6-16(27)14(23)7-19(13,2)21(12,25)17(28)8-20(11,3)22(10,30)18(29)9-26/h6-7,10-12,15,17,26,28,30H,4-5,8-9H2,1-3H3/t10-,11+,12+,15+,17+,19+,20+,21+,22+/m1/s1

2.1.3 InChI Key

GGXMRPUKBWXVHE-MIHLVHIWSA-N

2.1.4 Canonical SMILES

CC1CC2C3CC(C4=CC(=O)C(=CC4(C3(C(CC2(C1(C(=O)CO)O)C)O)F)C)Cl)F

2.1.5 Isomeric SMILES

C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C(=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)F)C)Cl)F

2.2 Other Identifiers

2.2.1 UNII

J69Z9UU41Z

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-chloro-6alpha, 9-difluoro-11beta, 17,21-trihydroxy-16alpha-methylpregna-1,4-dien-3,20-dione

2. C 48,401-ba

3. C-48,401-ba

4. Halometasone Monohydrate

5. Sicorten

2.3.2 Depositor-Supplied Synonyms

1. 50629-82-8

2. 2-chloroflumethasone

3. Halometasone [inn]

4. Halometasone Monohydrate

5. Halometasone Hydrate

6. J69z9uu41z

7. Halometasone (inn)

8. Pregna-1,4-diene-3,20-dione, 2-chloro-6,9-difluoro-11,17,21-trihydroxy-16-methyl-, (6alpha,11beta,16alpha)-

9. Halometasona

10. Halometasonum

11. Smr000466330

12. Halometasonum [inn-latin]

13. Halometasona [inn-spanish]

14. Unii-j69z9uu41z

15. (6s,8s,9r,10s,11s,13s,14s,16r,17r)-2-chloro-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

16. Einecs 256-664-9

17. Halometasone [mi]

18. Schembl4872

19. Halometasone [mart.]

20. Mls000759439

21. Mls001424089

22. Halometasone [who-dd]

23. Chembl1587228

24. Dtxsid1048382

25. Chebi:135724

26. Hms2051c16

27. Hms2232n17

28. Zinc3938673

29. Akos025402048

30. Ac-3528

31. Ccg-100880

32. Db13728

33. Nc00130

34. 2-chlor-6alpha,9-difluor-11beta,17,21-trihydroxy-16alpha-methyl-1,4-pregnadien-3,20-dion

35. As-78199

36. Cs-0453061

37. D07202

38. Ab00639905-06

39. 629h828

40. Q-101370

41. Q10910139

42. (6s,8s,9r,10s,11s,13s,14s,16r,17r)-2-chloro-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3h-cyclopenta[a]phenanthren-3-one

43. 2-chloro-6.alpha.,9-difluoro-11.beta.,17,21-trihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione

44. 2-chloro-6alpha,9-difluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₇ClF₂O₅
Molecular Weight	444.9 g/mol
XLogP3	2.6
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	2
Exact Mass	444.1515080 g/mol
Monoisotopic Mass	444.1515080 g/mol
Topological Polar Surface Area	94.8 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	889
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
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.)

Dermatologic Agents

Drugs used to treat or prevent skin disorders or for the routine care of skin. (See all compounds classified as Dermatologic Agents.)

Glucocorticoids

A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system. (See all compounds classified as Glucocorticoids.)

4.2 ATC Code

D - Dermatologicals

D07 - Corticosteroids, dermatological preparations

D07A - Corticosteroids, plain

D07AC - Corticosteroids, potent (group iii)

D07AC12 - Halometasone

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