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Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

CAS No.
106685-41-0
Chemical Name:
Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate
Synonyms
Adapalene Methyl Ester;METHYL 6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHOATE;Methyl 6-(3-(adaMantan-1-yl)-4-Methoxyphenyl)-2-naphthoate;Adap-int C;Adapalene F;ADAPALENE RC B;Mehtyl 6-[3-(1-adama;Adapalene IMpurity E;Adapalene Impurity 5;Adapalene Impurity 6
CBNumber:
CB8204103
Molecular Formula:
C29H30O3
Molecular Weight:
426.55
MDL Number:
MFCD08063923
MOL File:
106685-41-0.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:42

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate Properties

Melting point 223-225°C
Boiling point 589.6±50.0 °C(Predicted)
Density 1.185±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly)
form solid
color White to Off-White
FDA UNII W05XV3TPP3
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H361d
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
Hazard Codes  Xi
Risk Statements  36/38
Safety Statements  26
HS Code  2918992090

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2828 Adapalene Related Compound B certified reference material, pharmaceutical secondary standard 106685-41-0 100MG $592 2025-07-31 Buy
Sigma-Aldrich 1011721 Adapalene Related Compound B 106685-41-0 50mg $1300 2025-07-31 Buy
TRC A225010 AdapaleneMethylEster 106685-41-0 2.5g $1210 2021-12-16 Buy
TRC A225010 AdapaleneMethylEster 106685-41-0 1g $545 2021-12-16 Buy
TRC A225010 AdapaleneMethylEster 106685-41-0 2g $910 2021-12-16 Buy
Product number Packaging Price Buy
PHR2828 100MG $592 Buy
1011721 50mg $1300 Buy
A225010 2.5g $1210 Buy
A225010 1g $545 Buy
A225010 2g $910 Buy

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate Chemical Properties,Uses,Production

Chemical Properties

White to Off-White Solid

Uses

Adapalene intermediate

Synthesis

Methyl 6-bromo-2-naphthoate

33626-98-1

1-(5-Bromo-2-methoxy-phenyl)adamantane

104224-63-7

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

106685-41-0

General procedure for the preparation of methyl 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthalenecarboxylate (V): magnesium scraps (1.26 g, 51.85 mmol) were mixed with THF (10 mL) under nitrogen protection and stirred at room temperature. 2-(1-adamantyl)-4-bromoanisole (IV) (1.4 g, 4.36 mmol) and 1,2-dibromoethane (0.56 mL) were added, and the reaction mixture was subsequently heated to 40 °C to initiate the reaction. Then a solution of 2-(1-adamantyl)-4-bromoanisole (12.6 g, 39.25 mmol) in THF (40 mL) was slowly added dropwise under reflux conditions for 30 min. A solution of purified zinc chloride (8.4 g, 61 mmol) in THF (30 mL) was added slowly dropwise at reflux temperature over 15 minutes. After the reaction mixture was refluxed for 1 h, methyl 6-bromo-2-naphthalenecarboxylate (8.0 g, 30 mmol) was added and stirred for 10 min, followed by the addition of NiCl2ZDPPE catalyst (0.21 g). The mixture was continued to be stirred at the same temperature for 2 h. The residue was subsequently concentrated. The residue was treated with dichloromethane (100 mL) and 1N HCl (100 mL), and the dichloromethane layer was washed sequentially with 10% EDTA disodium salt solution and water, dried with anhydrous sodium sulfate, and distilled to give the crude product. The crude product was stirred in ethyl acetate (140 mL) at 70 °C for 1 h, cooled to 15 °C and kept for 1 h. The solid was collected by filtration and dried. [Yield: 9.45 g, 50% yield].

References

[1] Organic Process Research and Development, 2006, vol. 10, # 2, p. 285 - 288
[2] Patent: WO2007/125542, 2007, A2. Location in patent: Page/Page column 16
[3] Journal of Medicinal Chemistry, 1995, vol. 38, # 26, p. 4993 - 5006

106685-40-9
18107-18-1
106685-41-0
Synthesis of Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate from Adapalene and (TRIMETHYLSILYL)DIAZOMETHANE
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View Lastest Price from Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate pictures 2019-07-06 Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate
106685-41-0
US $1.00 / kg 1kg 95%-99% 100kg Career Henan Chemical Co
METHYL 6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHOATE Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate Mehtyl 6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoate 6-[3-(1-Adamantyl-4-methoxyphenyl]-2-naphthatemethylester Methyl6-[3-(1-adamanty)-4-methoxyphenyl]-2-naphthoate Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate(Adapalene) Mehtyl 6-[3-(1-adamanty)-4-methoxy Adapalene Methyl Ester Mehtyl 6-[3-(1-adama Adapalene Related Compound B (50 mg) (Methyl 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoate) Methyl 6-[3-(1-AdaMantyl)-4-Methoxyphenyl]-2-naphthalenecarboxylate Methyl 6-(3-(adaMantan-1-yl)-4-Methoxyphenyl)-2-naphthoate Adap-int C 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoate METYL 6-[3-(1-ADAMANTYL)-4-METHOXY PHENYL]-2-NAPHTHOATE Adapalene IMpurity E Adapalene Related CoMpound B Adapalene Impurity 5 Adapalene Impurity 6 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthalenecarboxylic acid methyl ester Adapalene USP Related Compound B Methyl 6-[3-(1-Adamantyl)-4-methoxy 2-Naphthalenecarboxylic acid, 6-(4-methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylphenyl)-, methyl ester Adapalene Related Compound B (Methyl 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoate) (1011721) Methyl 6-(4-methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylphenyl)-2-naphthalenecarbox... methyl 6-[3-(1-adamantyl)-4-methoxyphenyl]naphthalene-2-carboxylate ADAPALENE RC B Adapalene F Methyl 6-[3-(1-Adamantyl)-4-methoxyphenyl]-2-naphthoate (Adapalene Methyl Ester) 106685-41-0 C29H30O3 Heterocycles Aromatics Intermediates & Fine Chemicals Pharmaceuticals ADAPALENE (intermediate of adapalene) APIs Intermediate