Page last updated: 2024-12-06

1,3-adamantanedicarboxylic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

## 1,3-Adamantanedicarboxylic Acid: A Versatile Building Block

1,3-Adamantanedicarboxylic acid (1,3-AdCA) is a **dicarboxylic acid** derived from **adamantane**, a saturated tricyclic hydrocarbon with a cage-like structure. It's characterized by its **rigid and stable structure**, which imparts unique properties that make it valuable in various research areas.

**Structure and Properties:**

- **Rigid structure:** The adamantane core provides a rigid, non-flexible scaffold that contributes to its thermal stability and resistance to degradation.
- **Two carboxylic acid groups:** These functional groups provide opportunities for chemical modifications and reactions.
- **Hydrophobic nature:** The hydrocarbon backbone of adamantane makes 1,3-AdCA hydrophobic, influencing its interactions with other molecules.

**Importance in Research:**

1,3-AdCA has garnered considerable research interest due to its potential applications in:

**1. Materials Science:**

- **Polymers:** Its rigid structure and high melting point make it useful as a building block for high-performance polymers with enhanced mechanical and thermal properties.
- **Nanomaterials:** 1,3-AdCA can be used to synthesize novel nanomaterials with tailored properties, like organic-inorganic hybrid materials.
- **Drug delivery:** Its hydrophobic nature and ability to encapsulate molecules make it suitable for designing drug delivery systems.

**2. Organic Chemistry:**

- **Catalyst design:** The carboxylic acid groups can be modified to create functionalized catalysts with enhanced activity and selectivity.
- **Stereochemistry:** Its rigid structure provides a defined framework for studying stereochemical reactions and designing chiral catalysts.
- **Synthesis of complex molecules:** Its diverse reactivity and ability to form stable structures make it a valuable precursor in complex organic synthesis.

**3. Biomedical Research:**

- **Drug development:** Its unique structure can be incorporated into drug candidates for various therapeutic applications.
- **Bioimaging:** Its fluorescence properties make it a potential candidate for developing fluorescent probes for bioimaging applications.
- **Biomaterials:** Its biocompatibility and biodegradability make it suitable for designing biocompatible materials for medical devices and tissue engineering.

**4. Environmental Research:**

- **Pollution remediation:** Its hydrophobic nature and high adsorption capacity can be exploited for removing pollutants from water and soil.
- **Sustainable materials:** Its renewable nature and high stability make it a promising building block for developing sustainable materials.

**In summary, 1,3-Adamantanedicarboxylic acid is a versatile and valuable molecule in research with potential applications in various fields like materials science, organic chemistry, biomedical research, and environmental science.**

**Further Reading:**

- **A Review on the Synthesis and Applications of Adamantane Derivatives**, *Chemical Reviews*, 2009.
- **Adamantane-Based Polymers: Synthesis, Properties, and Applications**, *Macromolecules*, 2016.
- **1,3-Adamantanedicarboxylic Acid as a Versatile Building Block for the Synthesis of Functional Materials**, *Journal of Materials Chemistry C*, 2017.

Cross-References

ID SourceID
PubMed CID64339
SCHEMBL ID164232
SCHEMBL ID14493665
SCHEMBL ID13589980
SCHEMBL ID21549427
MeSH IDM0380935

Synonyms (46)

Synonym
EU-0045639
AC-011
OPREA1_508494
UNM000000644601
1,3-adamantanedicarboxylic acid, 98%
brn 3141149
tricyclo(3.3.1.13,7)decane-1,3-dicarboxylic acid
einecs 254-395-1
tricyclo(3.3.1.1(sup 3,7))decane-1,3-dicarboxylic acid
adamantane-1,3-dicarboxylic acid
1,3-dicarboxyadamantane
39269-10-8
1,3-adamantanedicarboxylic acid
pavqghwqoqzqeh-uhfffaoysa-
inchi=1/c12h16o4/c13-9(14)11-2-7-1-8(4-11)5-12(3-7,6-11)10(15)16/h7-8h,1-6h2,(h,13,14)(h,15,16)
HMS1613J21
AKOS000569192
tricyclo[3.3.1.1~3,7~]decane-1,3-dicarboxylic acid
STK803091
BBL012230
1,3-adamantane dicarboxylic acid
AKOS016008499
4-09-00-02997 (beilstein handbook reference)
(1s,3s,5r,7r)-adamantane-1,3-dicarboxylic acid
FT-0639541
SCHEMBL164232
SCHEMBL14493665
SY014740
mfcd00167790
SCHEMBL13589980
PAVQGHWQOQZQEH-UHFFFAOYSA-N
1,3-admantanedicarboxylic acid
adamantane 1,3-dicarboxylic acid
1, 3-dicarboxyadamantane
W-106449
AB-332/20313064
SR-01000498325-1
sr-01000498325
SCHEMBL21549427
DTXSID40192519
Z56759119
tricyclo[3.3.1.13,7]decane-1,3-dicarboxylic acid
DS-3424
AS-12338
CS-0155453
EN300-11878
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (33.33)29.6817
2010's4 (66.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 17.61

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index17.61 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.61)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]