Adapalene , 98% , 106685-40-9
Synonym(s):
Adapalene;Differin;p75NTR;TNFRSF16;Differin, 6-(3-(1-Adamantyl)-4-methoxyphenyl)-2-naphthoic acid, CD 271, , RAR Agonist V, ADA
CAS NO.：106685-40-9
Empirical Formula: C28H28O3
Molecular Weight: 412.52
MDL number: MFCD03106112
EINECS: 620-513-9
| Pack Size | Price | Stock | Quantity |
| 250MG | RMB43.20 | In Stock |
|
| 1G | RMB129.60 | In Stock |
|
| 5g | RMB554.40 | In Stock |
|
| 25g | RMB2382.40 | In Stock |
|
| others | Enquire |
PRODUCT Properties
| Melting point: | 319-3220C |
| Boiling point: | 606.3±55.0 °C(Predicted) |
| Density | 1.233±0.06 g/cm3(Predicted) |
| RTECS | QJ1987000 |
| storage temp. | 2-8°C |
| solubility | DMSO: >10mg/mL |
| pka | 4.2(at 25℃) |
| form | White solid |
| color | white to off-white |
| Merck | 14,150 |
| Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or DMF may be stored at -20°C for up to 3 months |
| InChIKey | LZCDAPDGXCYOEH-UHFFFAOYSA-N |
| SMILES | C1=C2C(C=C(C3=CC=C(OC)C(C45CC6CC(CC(C6)C4)C5)=C3)C=C2)=CC=C1C(O)=O |
| CAS DataBase Reference | 106685-40-9(CAS DataBase Reference) |
Description and Uses
Adapalene is a synthetic retinoid and an agonist of retinoic acid receptors (RARs; Kds = 1,100, 34, and 130 nM for RARα, RARβ, and RARγ, respectively). It inhibits growth and differentiation of sebocytes in a concentration-dependent manner in primary rat preputial cell culture. Adapalene (10 μM) completely inhibits the activity of soybean 15-lipoxygenase (15-LOX) in an enzyme assay and inhibits the 5- and 15-LOX pathways in human blood polymorphonuclear leukocytes (PMNs). It reduces the protein levels of toll-like receptor 2 (TLR2) and IL-10 in skin explants isolated from patients with acne and healthy controls in a concentration-dependent manner but increases the expression of the antigen-presenting protein CD1d in acne skin explants while decreasing it in control explants. It inhibits inflammation in rodent models of ear edema induced by arachidonic acid and carrageenan-induced paw edema. Adapalene (100 μM) also induces apoptosis and inhibits proliferation of CC-531, HT-29, and LoVo colon cancer cells and reduces tumor growth in a DLD-1 colon cancer nude mouse xenograft model in a dose-dependent manner. Formulations containing adapalene have been used in the treatment of acne vulgaris.
Adapalene has been used as a retinoic acid receptor (RAR) agonist to study its effects on inhibiting transcription of hepatitis B virus in covalently closed circular DNA (cccDNA). It has also been used as a component to culture mixed lymphocyte reactions (MLR) to study its effects on isolated macrophages.
Safety
| Symbol(GHS) |  GHS08 |
| Signal word | Warning |
| Hazard statements | H361d |
| Precautionary statements | P201-P202-P280-P308+P313-P405-P501 |
| WGK Germany | nwg |
| HS Code | 2918992090 |
