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Pimecrolimus information


Pimecrolimus
Clinical data
Trade namesElidel
AHFS/Drugs.comMonograph
Pregnancy
category
  • AU: B3
Routes of
administration
topical
Drug classimmunosuppressant
ATC code
  • D11AH02 (WHO)
Legal status
Legal status
  • US: WARNING[1]Rx-only
Pharmacokinetic data
Bioavailabilitylow systemic absorption
Protein binding74%–87%
MetabolismHepatic CYP3A
Identifiers
IUPAC name
  • (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-3-{(E)-2-[(1R,3R,4S)-4-chloro-3-methoxycyclohexyl]-1-methylvinyl}-8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-14,16-dimethoxy-4,10,12,18-tetramethyl-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosin-1,7,20,21(4H,23H)-tetrone
CAS Number
  • 137071-32-0 checkY
PubChem CID
  • 16051947
DrugBank
  • DB00337 checkY
ChemSpider
  • 10482089 checkY
UNII
  • 7KYV510875
ChEMBL
  • ChEMBL1200686 ☒N
CompTox Dashboard (EPA)
  • DTXSID2046674 Edit this at Wikidata
ECHA InfoCard100.124.895 Edit this at Wikidata
Chemical and physical data
FormulaC43H68ClNO11
Molar mass810.46 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • Cl[C@@H]1CC[C@H](C[C@H]1OC)\C=C(/C)[C@H]2OC(=O)[C@@H]4CCCCN4C(=O)C(=O)[C@]3(O)O[C@H]([C@H](C[C@@H](C)CC(\C)=C\[C@@H](CC)C(=O)C[C@H](O)[C@H]2C)OC)[C@@H](OC)C[C@H]3C
InChI
  • InChI=1S/C43H68ClNO11/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-31(44)35(22-29)52-7/h18,20,25,27-33,35-39,46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31+,32-,33-,35+,36-,37-,38+,39+,43+/m0/s1 checkY
  • Key:KASDHRXLYQOAKZ-ZPSXYTITSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Pimecrolimus is an immunosuppressant drug of the calcineurin inhibitor class used in the treatment of atopic dermatitis (eczema).

It is available as a topical cream. It was developed and formerly marketed by Novartis under the trade name Elidel.

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.

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Pimecrolimus

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calcineurin inhibitors such as tacrolimus or pimecrolimus may be tried. Both tacrolimus and pimecrolimus are effective and safe to use in AD. In January...

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Balanitis circinata

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a less harmful off-label topical treatment with the immunomodulator pimecrolimus or the immunosuppressant tacrolimus can prevent all visible symptoms...

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Atopic dermatitis

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tacrolimus or pimecrolimus are also recommended as first-line therapies for managing atopic dermatitis. Both tacrolimus and pimecrolimus are effective...

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Dermatitis

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in itching with minimal side effects. Topical immunosuppressants like pimecrolimus and tacrolimus may be better in the short term and appear equal to steroids...

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Discoid lupus erythematosus

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steroids injected into the lesions. Other topical treatments, tacrolimus or pimecrolimus can also be used. If this does not help the patient, his or her physician...

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Cradle cap

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[clarification needed] The immunomodulators tacrolimus/Protopic and pimecrolimus/Elidel have not been approved for children under two years. Ketoconazole...

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Hyaluronic acid

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Tacrolimus

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cough, and burning eyes. Tacrolimus and a related drug for eczema (pimecrolimus) were suspected of carrying a cancer risk, though the matter is still...

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Caffeine

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Allergic contact dermatitis

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3 weeks, as well as a topical corticosteroid. Tacrolimus ointment or pimecrolimus cream can also be used additionally to the corticosteroid creams or instead...

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Topical steroid withdrawal

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options that have been documented in literature include Tacrolimus, Pimecrolimus, and Dupixent. Some physicians have also seen positive outcomes with...

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Calcineurin

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called calcineurin inhibitors, which include ciclosporin, voclosporin, pimecrolimus and tacrolimus. Calcineurin is a heterodimer of a 61-kD calmodulin-binding...

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Perioral dermatitis

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If the perioral dermatitis was triggered by a topical steroid then pimecrolimus cream has been suggested as effective in improving symptoms. However...

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Management of hair loss

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Hydrogen peroxide

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ATC code D11

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D11AC30 Others D11AE01 Metandienone Empty group D11AH01 Tacrolimus D11AH02 Pimecrolimus D11AH03 Cromoglicic acid D11AH04 Alitretinoin D11AH05 Dupilumab D11AH06...

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Lokivetmab

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(pyrithione zinc) Antihistamines Calcineurin inhibitors Cyclosporin Pimecrolimus Tacrolimus Isotretinoin Keratolytics Coal tar Resorcinol Salicylic acid...

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Seborrhoeic dermatitis

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effectiveness of topical calcineurin inhibitors like tacrolimus and pimecrolimus as well as lithium salt therapy. Calcineurin inhibitors were also effective...

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Mequinol

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Keratolytic

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Vitiligo

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10% betamethasone) and calcineurin inhibitors (such as tacrolimus or pimecrolimus) are considered to be first-line vitiligo treatments. In July 2022, ruxolitinib...

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Cromoglicic acid

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Ketoconazole

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(pyrithione zinc) Antihistamines Calcineurin inhibitors Cyclosporin Pimecrolimus Tacrolimus Isotretinoin Keratolytics Coal tar Resorcinol Salicylic acid...

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Spironolactone

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Zinc pyrithione

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Dupilumab

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(pyrithione zinc) Antihistamines Calcineurin inhibitors Cyclosporin Pimecrolimus Tacrolimus Isotretinoin Keratolytics Coal tar Resorcinol Salicylic acid...

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Eflornithine

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Minoxidil

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