106685-40-9 Adapalene

Superiority:

Product Name: Adapalene
Synonyms: ADAPALENE;6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHALENE CARBOXYLIC ACID;6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHOIC ACID;6-[3-(1-adamantyl)-4-methoxy-phenyl]naphthalene-2-carboxylic acid;Adapalen;6-(4-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylphenyl)-2-naphthalenecarboxylic Acid;CD-271;Differi
CAS: 106685-40-9
MF: C28H28O3
MW: 412.52
EINECS: 620-513-9
Product Categories: APIs;Adamantane derivatives;Antiacne;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics;Adapalen;ULTANE;Pharmaceutical raw materials
Mol File: 106685-40-9.mol

Adapalene Chemical 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.  Store at +4°C
solubility  DMSO: >10mg/mL
form  White solid
pka 4.2(at 25℃)
color  white to off-white
Merck  14,150
CAS DataBase Reference 106685-40-9(CAS DataBase Reference)
Safety Information
WGK Germany  nwg
HS Code  2918992090

Adapalene Usage And Synthesis
Naphthoic acid derivative Adapalene, a new class of drugs Naphthoic acid derivatives, was developed by France Galdeama Laboratories Company. It first entered into market in June 1996, under the trade name "Differin", mainly used for relieving inflammatory skin lesions, adjusting differentiation of hair follicles, gland epithelial cells, and also acne treatment.
Pharmacological effects Adapalene is a retinoid compounds, and is proven to have anti-inflammatory properties in both in vivo and in vitro models of inflammation. It has stable chemical structure, and is not easily to break down in the air and the light. It shares the same mode of action with retinoic acid, bounding to specific retinoic acid nuclear receptors except that adapalene doesn’t bound to the cytoplasmic protein binding receptor. It has been proven to treat acne and affect acne vulgaris and differentiation in skin drug tests established by mouse animal model. Its mechanism of action is reducing the formation of micro-acne through leading the normal differentiation of hair follicle cells. In the standard anti-inflammatory assay both in vivo and in vitro, adapalene has a better effect than retinoic acid. It can inhibit the chemotaxis reaction of human polymorphonuclear leukocytes and also inhibit the metabolism of polymorphonuclear cell through inhibition the formation of anti-inflammatory mediators via oxidation reaction of arachidonic acid, thus relieving inflammatory response by the cell-mediated response. It is useful in the treatment of routine skin with acne, pimples and pustules as the main performance. It can also be used for the treatment of the acne presented in face, chest and back.