25220-07-9

Basic information

• Product Name: Acetic acid,2-(tricyclo[3.3.1.13,7]dec-2-ylidene)-
• Synonyms: Aceticacid, tricyclo[3.3.1.13,7]decylidene- (9CI); D2,a-Adamantaneacetic acid (8CI); (Adamantan-2-ylidene)acetic acid;Adamantylideneacetic acid
• CAS NO: 25220-07-9
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.2542
• Mol File: 25220-07-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 354.3°C at 760 mmHg
• Flash Point: 256°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 5.65E-06mmHg at 25°C
• Refractive Index: 1.642
• PKA: 4.01±0.41(Predicted)
• CAS DataBase Reference: Acetic acid,2-(tricyclo[3.3.1.13,7]dec-2-ylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid,2-(tricyclo[3.3.1.13,7]dec-2-ylidene)-(25220-07-9)
• EPA Substance Registry System: Acetic acid,2-(tricyclo[3.3.1.13,7]dec-2-ylidene)-(25220-07-9)

Safety Data

• Hazardous Substances Data: 25220-07-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H16O2/c13-12(14)6-11-9-2-7-1-8(4-9)5-10(11)3-7/h6-10H,1-5H2,(H,13,14)/b11-6-

Upstream product

• 700-58-3 2-Adamantanone 
• 105-36-2 ethyl bromoacetate 
• 141-78-6 ethyl acetate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 112181-97-2 Ethyl (2-hydroxy-2-adamantyl)acetate 

Downstream Products

• 1380394-72-8 (3,3-difluoro-3-(phenylsulfonyl)prop-1-enyl)-adamantane 
• 340706-03-8 2-(adamantan-2-ylidene)-N-(2,4-dihydroxyphenyl)acetamide 
• 26082-22-4 adamantan-2-ylacetic acid 

Relevant articles and documents

6-(2-Adamantan-2-ylidene-hydroxybenzoxazole)-O-sulfamate: A potent non-steroidal irreversible inhibitor of human steroid sulfatase

We report the synthesis and results from the in vitro evaluation of 6-(adamantan-2-ylidene-hydroxybenzoxazole)-O-sulfamate 1 as an irreversible inhibitor of human steroid sulfatase (STS). Highly straightforward, condensation of 2-methyl-6-hydroxybenzoxazole with 2-adamantanone, subsequent elimination of water and sulfamoylation provide the title compound in 45% overall yield from the inexpensive 2,4-dihydroxyacetophenone. 1 was found to be a potent irreversible inhibitor of purified human steroid sulfatase (STS) and specific for this enzyme relative to human arylsulfatases A and B. In cellular assays with human keratinocytes, sebocytes and fibroblasts, 1 blocked STS activity with IC50 values in the range of 0.15-0.8 nM, and in MCF-7 breast cancer cells with IC50=2.3 nM, while it did not bind to estrogen receptors α and β. Thus, 1 is a candidate for further investigation of its potential as a drug to be used in androgen- and estrogen-dependent diseases.