PEFCALCITOL

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 Search

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

Molecular Formula	C26H34F5NO4
Molecular Weight	519.5445
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	2
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28580039 | https://clinicaltrials.gov/ct2/show/NCT01908595 | https://adisinsight.springer.com/drugs/800033254 | https://www.karmadata.com/Entity/Sponsor/maruho.co.jp

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

Title	Date	PubMed
Giemsa-stained pseudo-micronuclei in rat skin treated with vitamin D(3) analog, pefcalcitol.	2017	28580039

Patents

Sample Use Guides

In Vivo Use Guide

Psoriasis: proper quantity twice daily

Route of Administration: Topical

Substance Class	Chemical Created by `admin` on `Sat Dec 16 04:18:37 UTC 2023` Edited by `admin` on `Sat Dec 16 04:18:37 UTC 2023`
Record UNII	KT5224XSHW
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PEFCALCITOL

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