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
- Molecular Weight:
- 196.24
- MDL Number:
- MFCD00193929
- MOL File:
- 42711-75-1.mol
- MSDS File:
- SDS
| 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) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H302 | |||||||||
| Precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P280g-P305+P351+P338 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
3-Hydroxy-1-AdaMantane Carboxylic Acid price More Price(27)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 678708 | 3-Hydroxyadamantane-1-carboxylic acid 97% | 42711-75-1 | 1g | $31.36 | 2025-07-31 | Buy |
| TCI Chemical | H1255 | 3-Hydroxy-1-adamantanecarboxylic Acid >97.0%(GC)(T) | 42711-75-1 | 1g | $21 | 2025-07-31 | Buy |
| TCI Chemical | H1255 | 3-Hydroxy-1-adamantanecarboxylic Acid >97.0%(GC)(T) | 42711-75-1 | 5g | $47 | 2025-07-31 | Buy |
| TCI Chemical | H1255 | 3-Hydroxy-1-adamantanecarboxylic Acid >97.0%(GC)(T) | 42711-75-1 | 25g | $127 | 2025-07-31 | Buy |
| TRC | C177735 | 1-Carboxy-3-adamantanol | 42711-75-1 | 1g | $110 | 2021-12-16 | Buy |
3-Hydroxy-1-AdaMantane Carboxylic Acid Chemical Properties,Uses,Production
Chemical Properties
White to yellow solid
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.
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.
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Huzhou Chenxi Environmental Protection Technology Co. , Ltd. | +8616762203950 | 1034385273@qq.com | China | 55 | 58 |
| Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5251 | 58 |
| Hebei Zhuanglai Chemical Trading Co Ltd | +86-16264648883 | niki@zlchemi.com | China | 7245 | 58 |
| Wuhan JiyunZen Tech Co., Ltd. | +86-18062099985 | Amyjiyunzen@yeah.net | China | 663 | 58 |
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29733 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-2158073036 | info@dakenam.com | China | 12887 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29855 | 58 |
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2930 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49730 | 58 |
| Richest Group Ltd | 18017061086 | oled@richest-group.com | CHINA | 5600 | 58 |
View Lastest Price from 3-Hydroxy-1-AdaMantane Carboxylic Acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-08-05 | 3-Hydroxy-1-AdaMantane Carboxylic Acid
42711-75-1
|
US $5.00-0.50 / KG | 1KG | 99% hplc | 500TONS | Wuhan JiyunZen Tech Co., Ltd. | |
 |
2025-05-26 | 3-Hydroxy-1-AdaMantane Carboxylic Acid
42711-75-1
|
US $50.60 / KG | 1KG | 98% | 5000kg | Hebei Chuanghai Biotechnology Co,.LTD | |
 |
2025-05-23 | 3-Hydroxy-1-Adamantane Carboxylic Acid
42711-75-1
|
US $79.00-38.00 / kg | 1kg | 99% | 20ton | Hebei Zhuanglai Chemical Trading Co Ltd |
-
- 3-Hydroxy-1-AdaMantane Carboxylic Acid
42711-75-1
- US $5.00-0.50 / KG
- 99% hplc
- Wuhan JiyunZen Tech Co., Ltd.
-
- 3-Hydroxy-1-AdaMantane Carboxylic Acid
42711-75-1
- US $50.60 / KG
- 98%
- Hebei Chuanghai Biotechnology Co,.LTD
-
- 3-Hydroxy-1-Adamantane Carboxylic Acid
42711-75-1
- US $79.00-38.00 / kg
- 99%
- Hebei Zhuanglai Chemical Trading Co Ltd
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