• Search chemicals, activators, Inhibitors, APIs, intermediates and raw materials.

106685-40-9 (Adapalene)

1

Identification

Adapalene Adapalene
Name Adapalene
Formula C28H28O3
MW 412.52
CAS No. 106685-40-9
EINECS
Smiles O=C(C1=CC2=CC=C(C3=CC=C(OC)C(C45C[[email protected]@H](C[[email protected]](C6)C5)C[[email protected]@H]6C4)=C3)C=C2C=C1)O
Synonyms CD 271;CD271;CD-271;Differin; 6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid
InChI InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)/t17-,18+,19-,28?
2

Introduction

Adapalene(CD-271; Differin), a synthetic retinoid, is a retinoic acid receptor agonist (RAR). Target: Retinoic acid receptor agonist (RAR) Adapalene is a third-generation topical retinoid primarily used in the treatment of mild-moderate acne and is also used (off-label) to treat keratosis pilaris as well as other skin conditions.

Background Information

Blocker of the synthesis of prostaglandins inhibiting cyclooxygenase ......by AOBIOUS INC
Adapalene is more active than indomethacin, betamethasone valerate, tretinoin, isotretinoin or etretinate in inhibiting lipoxygease activity, but it has little activity against cyclo-oxygenase. ......by BOC Sciences
Adapalene is a dual RAR and RXR agonist, used in the treatment of acne. ......by Selleck Chemicals LLC
Adapalene is a topical retinoid primarily used in the treatment of acne and is also used (off-label) to treat keratosis pilaris as well as other skin conditions. It is currently marketed by Galderma under the trade names Differin in some countries, and Adaferin in India. ......by Target Molecule Corp.
Retinoic acid analog that is a RARβ and RARγ agonist (AC50 values are 2.2, 9.3, 22 and > 1000 nM for RARβ, RARγ, RARα and RXRα receptors respectively). Inhibits proliferation and induces apoptosis in colorectal cancer cell in vitro. Displays comedolytic activity. ......by Tocris Bioscience Inc.
3

Protocol(Only for Reference)

Cell Experiment

Animal Experiment

4

Physical and Chemical Properties

Appearance:White to off-white Solid EBNumber:EB000013210

Storage condition

Store at +4°C by Tocris Bioscience Inc.

Solubility

DMSO 8 mg/mL; Water <1 mg/mL by MedChemexpress Co., Ltd.
(25°C) * In vitro DMSO 8 mg/mL (19.39 mM); Water<1 mg/mL (<1 mM); Ethanol<1 mg/mL (<1 mM) by Selleck Chemicals LLC
Soluble to 25 mM in DMSO by Tocris Bioscience Inc.
5

Mechanism and Indication

Signaling Pathways Metabolic Enzyme/Protease
Target RAR/RXR
Research Area Inflammation/Immunology
Indications
6

Clinical Information

Product Name Sponsor & Collaborators Indications Start Date End Date Phase
Adapalene - Launched
7

Safety Data of Adapalene

8

Spectral Information

9

Suppliers List

10

Related Products

Other Forms of 106685-40-9

Name CAS No Formula MW
Adapalene (sodium salt) 911110-93-5 C28H27NaO3 434.5
Hydroxy Adapalene 1346599-76-5 C28H28O4 428.52

Recommended Compounds in RAR/RXR

Name CAS No Formula MW
AGN 205728 859498-05-8 C29H27NO3 437.53
AGN 196996 958295-17-5 C24H20BrNO5 482.32
AGN 194310 229961-45-9 C28H24O2S 424.55
Acitretin (sodium) 925701-88-8 C21H25NaO3 348.41
Acitretin 55079-83-9 C21H26O3 326.43
Adapalene (sodium salt) 911110-93-5 C28H27NaO3 434.5
TTNPB 71441-28-6 C24H28O2 348.48
Magnolol 528-43-8 C18H18O2 266.33
Tazarotene 118292-40-3 C21H21NO2S 351.46
Fenretinide 65646-68-6 C26H33NO2 391.55
LG 100268 153559-76-3 C24H29NO2 363.49
Isotretinoin 4759-48-2 C20H28O2 300.44
Palovarotene 410528-02-8 C27H30N2O2 414.54
Retinoic acid 302-79-4 C20H28O2 300.44
AM580 102121-60-8 C22H25NO3 351.44
(R)-Flurbiprofen 51543-40-9 C15H13FO2 244.2609
Tamibarotene 94497-51-5 C22H25NO3 351.44
Bexarotene 153559-49-0 C24H28O2 348.48
AGN 195183 367273-07-2 C22H22ClF2NO4 437.86
AR7 80306-38-3 C15H12ClNO 0.0

Recommended Compounds in Same Indication

Name CAS No Formula MW
11

Route of Synthesis

12

References

13

More Information

Adapalene

Tags: buy 106685-40-9 IC50 | 106685-40-9 price | 106685-40-9 cost | 106685-40-9 solubility | 106685-40-9 purchase | 106685-40-9 manufacturer | 106685-40-9 research buy | 106685-40-9 order | 106685-40-9 MSDS | 106685-40-9 chemical structure | 106685-40-9 Storage condition | 106685-40-9 molecular weight | 106685-40-9 mw | 106685-40-9 datasheet | 106685-40-9 supplier | 106685-40-9 cell line | 106685-40-9 NMR | 106685-40-9 MS | 106685-40-9 IR | 106685-40-9 solubility | 106685-40-9 Safe information | 106685-40-9 Qc and Spectral Information | 106685-40-9 Clinical Information | 106685-40-9 Clinical Trial | 106685-40-9 Route of Synthesis | 106685-40-9 storage condition | 106685-40-9 diseases and conditions | 106685-40-9 flash point | 106685-40-9 boiling point | 106685-40-9 melting point | 106685-40-9 storage condition | 106685-40-9 brand