MedKoo Cat#: 599134 | Name: Flumethasone pivalate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Flumethasone pivalate is a topical difluorinated corticosteroid ester with anti-inflammatory, antipruritic and vasoconstrictive properties. A prompt decrease in inflammation, exudation and itching is experienced after application. It is used to study adrenocortical suppression, plasma transcortin binding, and cutaneous atrophy and telangiectasia.

Chemical Structure

Flumethasone pivalate
Flumethasone pivalate
CAS#2002-29-1 (pivalate)

Theoretical Analysis

MedKoo Cat#: 599134

Name: Flumethasone pivalate

CAS#: 2002-29-1 (pivalate)

Chemical Formula: C27H36F2O6

Exact Mass: 494.2480

Molecular Weight: 494.57

Elemental Analysis: C, 65.57; H, 7.34; F, 7.68; O, 19.41

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Synonym
Flumethasone pivalate; Flumetasone pivalate; Flumethasone 21-pivalate; Flumethasone-21-pivalate; Locacorten; Locorten; Lorinden; NSC 107680; NSC-107680; NSC107680;
IUPAC/Chemical Name
2-((6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl pivalate
InChi Key
JWRMHDSINXPDHB-OJAGFMMFSA-N
InChi Code
InChI=1S/C27H36F2O6/c1-14-9-16-17-11-19(28)18-10-15(30)7-8-24(18,5)26(17,29)20(31)12-25(16,6)27(14,34)21(32)13-35-22(33)23(2,3)4/h7-8,10,14,16-17,19-20,31,34H,9,11-13H2,1-6H3/t14-,16+,17+,19+,20+,24+,25+,26+,27+/m1/s1
SMILES Code
C[C@@]12[C@](C(COC(C(C)(C)C)=O)=O)(O)[C@H](C)C[C@@]1([H])[C@]3([H])C[C@H](F)C4=CC(C=C[C@]4(C)[C@@]3(F)[C@@H](O)C2)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Certificate of Analysis
Safety Data Sheet (SDS)

Preparing Stock Solutions

The following data is based on the product molecular weight 494.57 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Abdel-Aleem EA, Hegazy MA, Sayed NW, Abdelkawy M, Abdelfatah RM. Novel spectrophotometric determination of flumethasone pivalate and clioquinol in their binary mixture and pharmaceutical formulation. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 5;136 Pt B:707-13. doi: 10.1016/j.saa.2014.09.085. Epub 2014 Sep 30. PubMed PMID: 25448970. 2: Hojyo T. Combination dermatological products: a comparison of betamethasone dipropionate/clotrimazole/gentamicin sulphate and flumethasone pivalate/clioquinol creams. J Int Med Res. 1987 Sep-Oct;15(5):255-63. PubMed PMID: 2960577. 3: Scaglione F, Falchi M, Bichisao E, Fraschini F. Flumethasone pivalate (Locorten) in the treatment of oral diseases. Drugs Exp Clin Res. 1985;11(8):523-6. PubMed PMID: 3915470. 4: Wienert V, Blazek V. [Effect of salicylic acid on the blanching effect of flumethasone pivalate (author's transl)]. Arch Dermatol Res. 1981;271(1):19-27. German. PubMed PMID: 7294880. 5: Mosca M, Zambruno G, Giannetti A. [Double-blind comparison of a betamethasone dipropionate-iodochloroxyquinoline combination and a flumethasone pivalate-iodochloroxyquinoline combination in the therapy of steroid-sensitive dermatoses with superinfection]. G Ital Dermatol Venereol. 1986 Jan-Feb;121(1):XI-XIV. Italian. PubMed PMID: 2939023. 6: Grater WC, Grover FW. Evolution of a topical corticosteroid (flumethasone pivalate) in allergic dermatoses. South Med J. 1967 Nov;60(11):1153-8. PubMed PMID: 4228807. 7: Horsch W, Zerbe A. [Release of flumethasone pivalate from oleogel and W/O emulsion bases in vitro]. Pharmazie. 1982 Nov;37(11):807-8. German. PubMed PMID: 7163369. 8: JAENNER M. [FLUMETHASONE PIVALATE. AN EXPERIENCE REPORT ON A NEW TOPICAL CORTICOSTEROID]. Med Welt. 1965 Apr 24;17:943-7. German. PubMed PMID: 14293915. 9: Ruiz EM, Alaniz JB, Alvarez EG. [Bouble-blind unilateral comparison of difluocortolone valerate and flumethasone pivalate ointments]. Z Hautkr. 1976;51 Suppl 1:51-5. German. PubMed PMID: 795190. 10: CAMBIAGHI G, TOMASINI C. [A NEW ANTIINFLAMMATORY CORTICOSTEROID FOR LOCAL USE: FLUMETHASONE PIVALATE]. Rass Dermatol Sifilogr. 1964 Sep-Oct;17:272-81. Italian. PubMed PMID: 14253770. 11: Ormea F, Muscardin L. [On the topical activity of flumethasone pivalate in pediatric dermatology]. Minerva Dermatol. 1967 Dec;42(12):624. Italian. PubMed PMID: 5622839. 12: Lodge BA, Vincent A. Analysis of flumethasone pivalate formulations by high-performance liquid chromatography. J Chromatogr. 1984 Oct 5;301(2):477-80. PubMed PMID: 6501501. 13: Mulay DN, Sood BK. Clinical Evaluation of Flumethasone Pivalate (locacorten) with Neomycin As a Topical Corticosteroid. Indian J Dermatol Venereol. 1972 Mar-Apr;38(2):89-92. PubMed PMID: 29144364. 14: Blum G, Brand PH. [Scope of indication and therapeutic value of combined forms of use of flumethasone pivalate and the antimicrobial agent vioform]. Ther Umsch. 1966 Aug;23(8):318-22. German. PubMed PMID: 4224259. 15: Flumethasone pivalate (Locorten). Anti-inflammatory, antipruritic. Clin Pharmacol Ther. 1970 Nov-Dec;11(6):927-9. PubMed PMID: 5481576. 16: Kantner A, Horvath F, Prokop V. [Experience with flumethasone pivalate in the treatment of nonseasonal allergic rhinitis]. Z Allgemeinmed. 1971 Dec 20;47(35):1864-5. German. PubMed PMID: 5137912. 17: Mello Mdo C. [Use of flumethasone pivalate with iodochlorxyquinoleine in the treatment of cervicitis]. Hospital (Rio J). 1966 Sep;70(3):745-7. Portuguese. PubMed PMID: 4230326. 18: Wittels W, Gmeinder A. [Clinical experiences with topical applications of flumethasone pivalate (Locacorten)]. Wien Med Wochenschr. 1966 Oct 15;116(42):918-20. German. PubMed PMID: 5953991. 19: Ruiz Moreno F. [Flumethasone pivalate in the field of proctology]. Prensa Med Mex. 1967 Jan-Feb;32(1):61-5. Spanish. PubMed PMID: 5633914. 20: Dugois P, Amblard P. [Clinical trial of a new dermocorticoid: flumethasone pivalate]. Rev Lyon Med. 1968 May 30;17(10):473-5. French. PubMed PMID: 5677093.