136860-49-6

Basic information

• Product Name: Tricyclo[3.3.1.13,7]decane, 1-isothiocyanato-3,5-dimethyl- (9CI)
• Synonyms: Tricyclo[3.3.1.13,7]decane, 1-isothiocyanato-3,5-dimethyl- (9CI)
• CAS NO: 136860-49-6
• Molecular Formula: C13H19NS
• Molecular Weight: 221.36166
• Product Categories: ISOTHIOCYANATE
• Mol File: 136860-49-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Tricyclo[3.3.1.13,7]decane, 1-isothiocyanato-3,5-dimethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Tricyclo[3.3.1.13,7]decane, 1-isothiocyanato-3,5-dimethyl- (9CI)(136860-49-6)
• EPA Substance Registry System: Tricyclo[3.3.1.13,7]decane, 1-isothiocyanato-3,5-dimethyl- (9CI)(136860-49-6)

Safety Data

• Hazardous Substances Data: 136860-49-6(Hazardous Substances Data)

Upstream product

• 19982-08-2 memantine* 
• 333-20-0 potassium thioacyanate 
• 101821-77-6 3,5-dimethyladamantan-1-yl nitrate 
• 463-71-8 thiophosgene 
• 41100-52-1 memantine hydrochloride 

Relevant articles and documents

Adamantyl Isothiocyanates as Mutant p53 Rescuing Agents and Their Structure-Activity Relationships

Mutant p53 rescue by small molecules is a promising therapeutic strategy. In this structure-activity relationship study, we examined a series of adamantyl isothiocyanates (Ad-ITCs) to discover novel agents as therapeutics by targeting mutant p53. We demonstrated that the alkyl chain connecting adamantane and ITC is a crucial determinant for Ad-ITC inhibitory potency. Ad-ITC 6 with the longest chain between ITC and adamantane displayed the maximum growth inhibition in p53R280K, p53R273H, or p53R306Stop mutant cells. Ad-ITC 6 acted in a mutant p53-dependent manner. It rescued p53R280K and p53R273H mutants, thereby resulting in upregulating canonical wild-type (WT) p53 targets and phosphorylating ATM. Ad-ISeC 14 with selenium showed a significantly enhanced inhibitory potency, without affecting its ability to rescue mutant p53. Ad-ITCs selectively depleted mutant p53, but not the WT, and this activity correlates with their inhibitory potencies. These data suggest that Ad-ITCs may serve as novel promising leads for the p53-targeted drug development.

Reactions of Cage Substrates with Sulfur Nucleophiles

Abstract: Reactions of alcohols of the adamantane series and adamantan-1-yl nitrates with sulfur nucleophiles in 94% sulfuric acid afforded a number of new sulfur-containing adamantane derivatives such as carbamo-thioates, isothiocyanates, and carbamodithioates. Di(adamantan-1-yl) disulfide was synthesized by reaction of admantan-1-yl nitrate with sodium sulfide nonahydrate in 94% sulfuric acid.

SYNTHESIS AND ANTIVIRAL ACTIVITY OF SULFUR-CONTAINING DERIVATIVES OF ADAMANTANE

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