ChemicalBook > CAS DataBase List > 3-Hydroxy-1-AdaMantane Carboxylic Acid

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
678708
Product name
3-Hydroxyadamantane-1-carboxylic acid
Purity
97%
Packaging
1g
Price
$31.36
Updated
2025/07/31
TCI Chemical
Product number
H1255
Product name
3-Hydroxy-1-adamantanecarboxylic Acid
Purity
>97.0%(GC)(T)
Packaging
1g
Price
$21
Updated
2025/07/31
TCI Chemical
Product number
H1255
Product name
3-Hydroxy-1-adamantanecarboxylic Acid
Purity
>97.0%(GC)(T)
Packaging
5g
Price
$47
Updated
2025/07/31
TCI Chemical
Product number
H1255
Product name
3-Hydroxy-1-adamantanecarboxylic Acid
Purity
>97.0%(GC)(T)
Packaging
25g
Price
$127
Updated
2025/07/31
TRC
Product number
C177735
Product name
1-Carboxy-3-adamantanol
Packaging
1g
Price
$110
Updated
2021/12/16
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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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3-Hydroxy-1-AdaMantane Carboxylic Acid Suppliers

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View Lastest Price from 3-Hydroxy-1-AdaMantane Carboxylic Acid manufacturers

Dideu Industries Group Limited
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
Wuhan JiyunZen Tech Co., Ltd.
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
Hebei Zhuanglai Chemical Trading Co Ltd
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

42711-75-1, 3-Hydroxy-1-AdaMantane Carboxylic AcidRelated Search:

1-Adamantanol 2-Azabicyclo[3.1.0]hexane-3-carbonitrile, 2-[(2R)-2-aMino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)acetyl]-, (1R,3S,5R)- (S) - N- Boc- adamantylglycine Tricyclo[3.3.1.13,7]decane-1-acetic acid, α-[[(1,1-diMethylethoxy)carbonyl]aMino]-3,5-dihydroxy-, (αS)- Saxagliptin Impurity 15 Saxagliptin Impurity 16 axagliptin Impurity 28 Mesylate Saxagliptin Impurity 25 Saxagliptin Impurity 33 Saxagliptin Impurity 4 (Deoxy Saxagliptin) Saxagliptin Impurity 24 Saxagliptin IMpurity 1 Saxagliptin Impurity 31 (1S,3S,5S)-2-(TERT-BUTOXYCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-3-CARBOXYLIC ACID Saxagliptin Impurity 17 Saxagliptin Impurity 29 Saxagliptin Impurity 5 (Epoxy saxaglliptin) 1H-Pyrrole-1-carboxylic acid, 2-(aMinocarbonyl)-2,3-dihydro-, 1,1-diMethylethyl ester, (2S)-

  • 3-HYDROXYADAMANTANCARBOXYLIC ACID
  • 3-HYDROXYADAMANTANE-1-CARBOXYLIC ACID
  • 3-HYDROXYADAMANTANECARBOXYLIC ACID
  • AKOS BC-0508
  • 1-HYDROXYADAMANTANE-3-CARBOXYLIC ACID
  • TIMTEC-BB SBB010113
  • 3-Hydroxy-1-Adamantanecarboxylic Acid
  • 3-Carboxyadamantan-1-ol
  • 8-Hydroxyadamantane-1-carboxylic acid
  • 3-Hydroxy--1-Amantane Carboxylic Acid
  • 1-Carboxy-3-adamantanol
  • 3-Hydroxy-1-adaMantanecarboxylic Acid , 96.0%(GC&T
  • 3-Hydroxyadamantane-1-carboxylic acid 97%
  • 3-hydroxy-1-adamantanecarboxylate
  • 3-Hydroxy-1-adamantanecarboxylicAcid&gt
  • 3-Hydroxyadamantane-1-carboxylic acid,98%
  • 3-Hydroxy-1-adamantan-carboxylic acid
  • 42711-75-1
  • Adamantane derivatives
  • Carboxylic Acids
  • Carboxylic Acids
  • Ring Systems