ADAPALENE

PRODUCT IDENTIFICATION
CAS NO. 106685-40-9

ADAPALENE
EINECS NO.  
FORMULA C28H28O3
MOL WT. 412.52

H.S. CODE

  

TOXICITY

  
DERIVATION

 
SYNONYMS  
6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid;

CLASSIFICATION

  

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white crystalline powder
MELTING POINT  
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER Insoluble
pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

 Health: 1 Flammability: 0 Reactivity: 0

REFRACTIVE INDEX

 
FLASH POINT

 
STABILITY Stable under ordinary conditions.

GENERAL DESCRIPTION AND APPLICATIONS
Adapalene has a retinoid structure and adamantane group is attached. Retinoic acid, belongs to the group vitamin A, plays a role in non-vision functions - regulating the growth and differentiation of normal and malignant cells, where as retinal (metabolically active aldehyde of retinol) is used in vision functions as a component of photoreceptor pigment in the retina of the eye. Vitamin deficiency is one of predisposing factors of acne cause. Retinoic acid is useful as an ingredient in the treatment of acne medicinally. The commonest predisposing factors is hereditary tendencies and abnormal response to the balance in the androgen-estrogen. Treatments ways include skin cleansing, topical agents such as peroxides or retinoic acid derivatives, topical antibacterial agents, and others. Adapalene is used as a topical treatment for acne vulgaris. It is a white to off-white powder; insoluble in water; soluble in tetrahydrofuran, sparingly soluble in ethanol. The chemcial designation is 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid.
SALES SPECIFICATION

APPEARANCE

 white to off-white crystalline powder
ASSAY

99.0% min
TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: XN, Risk Phrases: 22, Safety Phrases:

GENERAL DESCRIPTION OF ADAMANTANE

Adamantane consists of four cyclohexanes fused each other in chair conformations. It is the most stable isomer of formula, C10H16; one of  the highest melting point hydrocarbons (> 210 C); boiling point cannot be determined directly as it sublimes easily. Its stability is from strain free and highly symmetrical structure (all C-C bonds are set in and all Cs are tetrahedral). Its systematical name is tricyclo[3.3.1.1(3,7)]decane which means bicyclo[3.3.1]decane with an extra one-carbon bridge between C3 and C7. An alkyl substituent is axial in one ring and equatorial in another. Polymantanes have the same structure as the diamond lattice featuring highly symmetrical and strain free and are named as diamondoids . The general molecular formula of homologous diamondoid is C4n+6H4n+12. Diamondoids have one or more cages and are called diamantane, triamantane, and polymantanes. There are numerous structural isomers as well. Aadamantane itself is the simplest diamondoid. Some examples are; iceane (C12H18), diadamantane (C14H20), triadamantane (C18H24), isotetramantane (C22H28), cyclohexamantane (C26H30), superadamantane (C35H36). Natural diamondoids are extracted and purified from petroleum deposits. Diamondoids are being investigated in the new field of nanotechnoloy. Clinically, amantane and its derivatives are employed chiefly for the synthesis of antiviral drugs as well as neurological drugs such as rimantadine and Parkinson’s disease drugs. Their unique structures have the possibility to be applied to produce a broad range of biologically and pharmaceutically active drugs such as anticancer and anti-microbial agents.