U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C26H34F5NO4
Molecular Weight 519.5445
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of PEFCALCITOL

SMILES

[H][C@@]12CC=C([C@H](C)OCC(=O)NCC(F)(F)C(F)(F)F)[C@@]1(C)CCC\C2=C/C=C3/C[C@@H](O)C[C@H](O)C3=C

InChI

InChIKey=SVCSMAZYWOQCBW-NVJMFHFGSA-N
InChI=1S/C26H34F5NO4/c1-15-18(11-19(33)12-22(15)34)7-6-17-5-4-10-24(3)20(8-9-21(17)24)16(2)36-13-23(35)32-14-25(27,28)26(29,30)31/h6-8,16,19,21-22,33-34H,1,4-5,9-14H2,2-3H3,(H,32,35)/b17-6+,18-7-/t16-,19+,21-,22-,24+/m0/s1

HIDE SMILES / InChI
Pefcalcitol (previously known as M518101), an analog of vitamin D3 (VD3), is an antipsoriatic drug candidate that is designed to achieve much higher pharmacological effects, such as keratinocyte differentiation. This drug is a phosphodiesterase inhibitor and is being developed as a topical ointment formulation. Pefcalcitol was involved in phase III clinical trials in the USA and in Japan in subjects with plaque psoriasis and with palmoplantar keratoderma. In addition, it participated in phase II clinical trial for the warts treatment.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

Psoriasis: proper quantity twice daily
Route of Administration: Topical
Name Type Language
PEFCALCITOL
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
PEFCALCITOL [USAN]
Common Name English
ACETAMIDE, 2-((1S)-1-((3AS,7E,7AS)-7-((2Z)-((3S,5R)-3,5-DIHYDROXY-2-METHYLENECYCLOHEXYLIDENE)ETHYLIDENE)-3A,4,5,6,7,7A-HEXAHYDRO-3A-METHYL-1H-INDEN-3-YL)ETHOXY)-N-(2,2,3,3,3-PENTAFLUOROPROPYL)-
Common Name English
2-(((1S,3R,5Z,7E,20S)-1,3-DIHYDROXY-9,10-SECOPREGNA-5,7,10(19),16-TETRAEN-20-YL)OXY)-N-(2,2,3,3,3-PENTAFLUOROPROPYL)ACETAMIDE
Common Name English
M-518101
Code English
M518101
Code English
Pefcalcitol [WHO-DD]
Common Name English
pefcalcitol [INN]
Common Name English
PEFCALCITOL [JAN]
Common Name English
M5181
Code English
M-5181
Code English
Code System Code Type Description
DRUG BANK
DB11786
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY
USAN
AB-141
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY
CAS
381212-03-9
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY
PUBCHEM
16122802
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY
NCI_THESAURUS
C170289
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY
ChEMBL
CHEMBL3137307
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY
SMS_ID
100000175515
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY
INN
9573
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY
FDA UNII
KT5224XSHW
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID70109851
Created by admin on Sat Dec 16 04:18:37 GMT 2023 , Edited by admin on Sat Dec 16 04:18:37 GMT 2023
PRIMARY