Lot numbers can be found on the outside label of a product:
3-Hydroxy-1-adamantanecarboxylic acid
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CAS No. 42711-75-1
- Cat. No. CS-W001570
- Purity≥95%
- MDL No.MFCD00193929
*For research and further manufacturing use only, not for direct human use.
Structure of 42711-75-1
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General Information
- CAS No. 42711-75-1
- Cat. No. CS-W001570
- Purity ≥95%
- MDL No. MFCD00193929
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₆O₃
- Molecular Weight 196.24
- Synonym(s) None
- SMILES OC([C@]12C[C@H]3C[C@](C2)(O)C[C@@H](C1)C3)=O
Description
3-Hydroxy-1-adamantanecarboxylic acid features a rigid, polycyclic adamantane scaffold bearing a hydroxyl group at the 3-position and a carboxylic acid functionality at the 1-position. This combination imparts enhanced solubility and metabolic stability, enabling its use in bioconjugation and as a building block for functionalized materials. The molecule’s steric shielding enhances resistance to enzymatic degradation while maintaining reactivity for derivatization under mild conditions.
Application
3-Hydroxy-1-adamantanecarboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of functionalized adamantane derivatives through established esterification, amidation, and oxidation reactions. Its rigid, sterically hindered core imparts metabolic stability and enhanced lipophilicity, while the hydroxyl and carboxylic acid groups offer orthogonal handles for further derivatization. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for both small-molecule library synthesis and API development workflows.
Synthesis
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Route1
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In-stock
828-51-3 - ~90%
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In-stock
42711-75-1
References
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Baklan, V. F.; Khil'chevskii, A. N.; Sologub, L. S.; Kukhar, V. P. Journal of Organic Chemistry USSR (English Translation), 1992 , vol. 28, # 10 p. 1680 - 1683 Zhurnal Organicheskoi Khimii, 1992 , vol. 28, # 10 p. 2098 - 2102
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Route2
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68435-07-4 - ~%
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In-stock
42711-75-1
References
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Miura, Toshiaki; Shibata, Kunihiko; Sawaya, Takuji; Kimura, Michiya Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 1 p. 67 - 73
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Route3
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In-stock
21816-08-0 - ~%
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In-stock
42711-75-1
References
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Stetter,H.; Mayer,J. Chemische Berichte, 1962 , vol. 95, p. 667 - 672
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 57.53
- LogP 1.4023
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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