3-Hydroxy-1-AdaMantane Carboxylic Acid
- Product Name
- 3-Hydroxy-1-AdaMantane Carboxylic Acid
- CAS No.
- 42711-75-1
- Chemical Name
- 3-Hydroxy-1-AdaMantane Carboxylic Acid
- Synonyms
- 3-HYDROXYADAMANTANE-1-CARBOXYLIC ACID;AKOS BC-0508;TIMTEC-BB SBB010113;1-Carboxy-3-adamantanol;3-Carboxyadamantan-1-ol;3-HYDROXYADAMANTANCARBOXYLIC ACID;3-hydroxy-1-adamantanecarboxylate;3-HYDROXYADAMANTANECARBOXYLIC ACID;3-Hydroxy--1-Amantane Carboxylic Acid;8-Hydroxyadamantane-1-carboxylic acid
- CBNumber
- CB7226414
- Molecular Formula
- C11H16O3
- Formula Weight
- 196.24
- MOL File
- 42711-75-1.mol
3-Hydroxy-1-AdaMantane Carboxylic Acid Property
- Melting point:
- 203 °C
- Boiling point:
- 357.2±25.0 °C(Predicted)
- Density
- 1.419±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.60±0.40(Predicted)
- color
- Off-White
- InChI
- InChI=1S/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)
- InChIKey
- CJJMAWPEZKYJAP-UHFFFAOYSA-N
- SMILES
- C12(C(O)=O)CC3CC(CC(O)(C3)C1)C2
- CAS DataBase Reference
- 42711-75-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-22
- Safety Statements
- 26-36/37/39-37/39-24/25
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29181990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 678708
- Product name
- 3-Hydroxyadamantane-1-carboxylic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $31.36
- Updated
- 2025/07/31
- Product number
- H1255
- Product name
- 3-Hydroxy-1-adamantanecarboxylic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 1g
- Price
- $21
- Updated
- 2025/07/31
- Product number
- H1255
- Product name
- 3-Hydroxy-1-adamantanecarboxylic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 5g
- Price
- $47
- Updated
- 2025/07/31
- Product number
- H1255
- Product name
- 3-Hydroxy-1-adamantanecarboxylic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 25g
- Price
- $127
- Updated
- 2025/07/31
- Product number
- C177735
- Product name
- 1-Carboxy-3-adamantanol
- Packaging
- 1g
- Price
- $110
- Updated
- 2021/12/16
3-Hydroxy-1-AdaMantane Carboxylic Acid Chemical Properties,Usage,Production
Chemical Properties
White to yellow solid
Uses
1-Carboxy-3-adamantanol is used in the synthesis of potent pyridyl amide/sulfonamide inhibitors of 11β-HSD-1 which could be applied to a treatment of ulcers or in hormone therapy treatments relating to cortisol.
Uses
3-Hydroxy-1-AdaMantane Carboxylic Acid is used in the synthesis of potent pyridyl amide/sulfonamide inhibitors of 11β-HSD-1 which could be applied to a treatment of ulcers or in hormone therapy treatments relating t o cortisol.
Synthesis Reference(s)
Synthetic Communications, 18, p. 1967, 1988 DOI: 10.1080/00397918808068263
Synthesis
828-51-3
42711-75-1
The general procedure for the synthesis of 3-hydroxyadamantane from 1-adamantanecarboxylic acid was as follows: 30.2 g of 1-adamantanol (99% purity) was added to a glass reaction flask equipped with a stirrer, a thermometer, a dropping funnel, and a Dimroth condenser, followed by the addition of 215.2 g of 96% concentrated sulfuric acid. After stirring at room temperature until the ingredients were completely dissolved, 9.3 g of formic acid was slowly added dropwise over a period of 15 minutes and the temperature of the reaction solution was maintained between 10 and 20 °C by external cooling. After the dropwise addition, the reaction temperature was raised to 35 °C for 3 hours. The progress of the reaction was monitored by gas chromatography (GC) and 1-adamantanecarboxylic acid was produced when the conversion of 1-adamantanol reached 100%. Subsequently, 23.1 g of 70% nitric acid was slowly added dropwise over a period of 30 min under continued cooling conditions, maintaining the temperature of the reaction solution in the range of 10 to 20 °C. After completion of the dropwise addition, the reaction temperature was maintained at 35 °C for 3 hours to continue the reaction. After confirming the complete conversion of 1-adamantanecarboxylic acid to 3-hydroxyadamantane-1-carboxylic acid by GC, the subsequent purification step was carried out. Purification step: in another glass flask equipped with a stirrer and a thermometer, a mixed solution of sodium hydroxide and sodium sulfite was prepared by adding 90.2 g of sodium hydroxide, 35.5 g of sodium sulfite and 812 g of ion-exchanged water, and the flask was cooled. 277.8 g of reaction solution containing 3-hydroxy-1-adamantanecarboxylic acid was slowly added to the above mixed solution, and the temperature of the liquid was controlled not to exceed 40 ℃. The precipitated white crystals were separated by filtration and washed with deionized water. The resulting crystals were dried under reduced pressure at 40 °C for 8 h. Finally, 35.8 g (92.6% yield) of white crystals of 3-hydroxyadamantane-1-carboxylic acid were obtained. The content of high boiling point by-products (high molecular weight by-products) in the crystals was 1.28% as analyzed by gel permeation chromatography-refractive index detector (GPC-RI).
References
[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 1, p. 98 - 118
[2] Patent: JP2016/84315, 2016, A. Location in patent: Paragraph 0043-0045
[3] Letters in Organic Chemistry, 2016, vol. 13, # 7, p. 514 - 518
[4] Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 10, p. 1680 - 1683
[5] Zhurnal Organicheskoi Khimii, 1992, vol. 28, # 10, p. 2098 - 2102
3-Hydroxy-1-AdaMantane Carboxylic Acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Hydroxy-1-AdaMantane Carboxylic Acid manufacturers
- Product
- 3-Hydroxy-1-AdaMantane Carboxylic Acid 42711-75-1
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% Min
- Supply Ability
- 100 Tons Min
- Release date
- 2025-09-19
- Product
- 3-Hydroxy-1-AdaMantane Carboxylic Acid 42711-75-1
- Price
- US $5.00-0.50/KG
- Min. Order
- 1KG
- Purity
- 99% hplc
- Supply Ability
- 500TONS
- Release date
- 2025-05-30
- Product
- 3-Hydroxy-1-Adamantane Carboxylic Acid 42711-75-1
- Price
- US $79.00-38.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-12-06