3-Hydroxy-1-Adamantanecarboxylic Acid

3-Hydroxy-1-Adamantanecarboxylic Acid - Names and Identifiers

Name	3-hydroxyadamantane-1-carboxylic acid
Synonyms	AKOS BC-0508 TIMTEC-BB SBB010113 3-Carboxyadamantan-1-ol 3-HYDROXYADAMANTANCARBOXYLIC ACID 3-HYDROXYADAMANTANECARBOXYLIC ACID 3-Hydroxy-1-adamantanecarboxylic acid 3-Hydroxy--1-Amantane Carboxylic Acid 3-hydroxyadamantane-1-carboxylic acid 1-HYDROXYADAMANTANE-3-CARBOXYLIC ACID 3-Hydroxy-1-Adamantanecarboxylic Acid 3-HYDROXYADAMANTANE-1-CARBOXYLIC ACID 3-Hydroxy-1-Adamantane Carboxylic Acid 3-hydroxytricyclo[3.3.1.1~3,7~]decane-1-carboxylic acid (5R,7R)-3-hydroxytricyclo[3.3.1.1~3,7~]decane-1-carboxylate
CAS	42711-75-1
InChI	InChI=1/C11H16O3/c12-9(13)10-2-7-1-8(3-10)5-11(14,4-7)6-10/h7-8,14H,1-6H2,(H,12,13)

3-Hydroxy-1-Adamantanecarboxylic Acid - Physico-chemical Properties

Molecular Formula	C11H16O3
Molar Mass	196.24
Density	1.419±0.06 g/cm3(Predicted)
Melting Point	203 °C
Boling Point	357.2±25.0 °C(Predicted)
Flash Point	184°C
Solubility	DMSO (Slightly), Methanol (Slightly)
Vapor Presure	1.55E-06mmHg at 25°C
Appearance	Solid
Color	Off-White
pKa	4.60±0.40(Predicted)
Storage Condition	Sealed in dry,Room Temperature
Refractive Index	1.638
MDL	MFCD00193929

3-Hydroxy-1-Adamantanecarboxylic Acid - Risk and Safety

Risk Codes	R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S37/39 - Wear suitable gloves and eye/face protection S24/25 - Avoid contact with skin and eyes.
WGK Germany	3
HS Code	29181990
Hazard Class	IRRITANT

3-Hydroxy-1-Adamantanecarboxylic Acid - Reference Information

Uses

3-hydroxyadamantane can be used to synthesize 11β-HSD-1 effective pyridinamide/sulfonamide inhibitors, can be used to treat ulcers or cortisol-related hormone therapy.

Preparation

The two functional groups of 3-hydroxy-1-adamantanoic acid are different, and it is difficult to prepare from adamantane in one step. The synthesis of 1-hydroxyadamantane is mainly prepared by bromination and hydrolysis. In the bromination process, the toxic and corrosive bromine is used, and the products are mostly mixtures. 1-adamantane formic acid can be synthesized by the Koch-Haff reaction between 1-bromoadantane and formic acid, and can also be directly prepared in carbon tetrachloride solution under the action of concentrated sulfuric acid, tert-butanol and formic acid. Therefore, it is more appropriate to select 1-adamantane formic acid as the raw material. 3-hydroxy-1-adamantane formic acid was synthesized from 1-adamantane formic acid by bromination and hydrolysis.

Last Update：2024-04-09 21:54:55

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