Lot numbers can be found on the outside label of a product:
2-(4-(Adamantan-1-yl)phenoxy)acetic acid
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CAS No. 52804-26-9
- Cat. No. CS-0063192
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 52804-26-9
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General Information
- CAS No. 52804-26-9
- Cat. No. CS-0063192
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₂₂O₃
- Molecular Weight 286.37
- Synonym(s) Acetic acid, 2-(4-tricyclo[3.3.1.1~3,7~]dec-1-ylphenoxy)-
- SMILES OC(COC(C=C1)=CC=C1C23C[C@H]4C[C@@H](C3)C[C@@H](C2)C4)=O
Description
This acetic acid derivative features a rigid adamantane moiety linked via a phenoxy bridge to a reactive carboxylic acid group. The structure combines steric bulk from the cage-like adamantane with electronic tunability through the para-substituted phenyl ring, enabling precise control in molecular design. Ideal for medicinal chemistry and materials applications requiring high stability and defined spatial orientation.
Application
2-(4-(Adamantan-1-yl)phenoxy)acetic acid serves as a versatile building block for bioactive molecule synthesis, leveraging the steric bulk and metabolic stability of the adamantane moiety. The phenoxyacetic scaffold enables facile derivatization via esterification, amidation, or coupling reactions, with demonstrated compatibility in standard peptide and pharmaceutical intermediate workflows. Bench-stable and readily purified by recrystallization, it functions effectively in both medicinal chemistry exploration and process-scale applications.
Synthesis
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Route1
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52804-25-8 - ~99%
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In-stock
52804-26-9
References
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Boovanahalli, Shanthaveerappa K.; Jin, Xuejun; Jin, Yinglan; Kim, Jin Hwan; Dat, Nguyen Tien; Hong, Young-Soo; Lee, Jeong Hyung; Jung, Sang-Hun; Lee, Kyeong; Lee, Jung Joon Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 22 p. 6305 - 6310
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Route2
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In-stock
29799-07-3 - ~%
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In-stock
52804-26-9
References
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Lee, Kyeong; Lee, Jeong Hyung; Boovanahalli, Shanthaveerappa K.; Jin, Yinglan; Lee, Mijeoung; Jin, Xuejun; Kim, Jin Hwan; Hong, Young-Soo; Lee, Jung Joon Journal of Medicinal Chemistry, 2007 , vol. 50, # 7 p. 1675 - 1684
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Route3
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1435933-48-4 - ~%
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In-stock
52804-26-9
References
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Takahashi, Eiki; Hirano, Noriyuki; Nagahara, Takashi; Yoshikawa, Satoru; Momen, Shinobu; Yokokawa, Hiroshi; Hayashi, Ryoji Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 11 p. 3154 - 3156
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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-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 46.53
- LogP 3.6178
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 4
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Key Words
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