2-(1-Adamantylamino)ethanol - CAS 3716-66-3

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Category
Main Product
Product Name
2-(1-Adamantylamino)ethanol
Catalog Number
3716-66-3
Synonyms
CHEMBRDG-BB 7113829; AKOS BC-0859; 2-(1-ADAMANTYLAMINO)-1-ETHANOL; Albb-005951
CAS Number
3716-66-3
Molecular Weight
195.3
Molecular Formula
C12H21NO
COA
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MSDS
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Canonical SMILES
C1C2CC3CC1CC(C2)(C3)NCCO
InChI
InChI=1S/C12H21NO/c14-2-1-13-12-6-9-3-10(7-12)5-11(4-9)8-12/h9-11,13-14H,1-8H2
InChIKey
CYDWIRQXNVCQBX-UHFFFAOYSA-N
Structure
CAS 3716-66-3 2-(1-Adamantylamino)ethanol
Specification
Purity
95%
Boiling Point
332.6ºC at 760 mmHg
Density
1.09g/cm3
Reference Reading
1.Synthesis, antimicrobial, and anti-inflammatory activities of novel 2-(1-adamantyl)-5-substituted-1,3,4-oxadiazoles and 2-(1-adamantylamino)-5-substituted-1,3,4-thiadiazoles.
Kadi AA1, El-Brollosy NR, Al-Deeb OA, Habib EE, Ibrahim TM, El-Emam AA. Eur J Med Chem. 2007 Feb;42(2):235-42. Epub 2006 Nov 28.
Reaction of 1-adamantanecarbonyl chloride with certain carboxylic acid hydrazides in pyridine yielded the corresponding N-acyl adamantane-1-carbohydrazide derivatives 3a-j, which were cyclized to the corresponding 2-(1-adamantyl)-5-substituted-1,3,4-oxadiazoles 4a-j via heating with phosphorus oxychloride. Treatment of 1-adamantylisothiocyanate with some carboxylic acid hydrazides in ethanol yielded the corresponding 1-acyl-4-(1-adamantyl)-3-thiosemicarbazides 7a-g, which were cyclized to the corresponding 2-(1-adamantylamino)-5-substituted-1,3,4-thiadiazole derivatives 8a-g. Compounds 4a-j, 7a-g, and 8a-g were tested for in vitro activities against a panel of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus Candida albicans. Several derivatives produced good or moderate activities particularly against the tested Gram-positive bacteria Bacillus subtilis. Meanwhile, compounds 4i and 8g displayed marked antifungal activity against C.
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