Cas no 23967-44-4 (4-Chloro-1-methyl-1H-indole-2-carboxylic acid)
4-Chloro-1-methyl-1H-indole-2-carboxylic acid Chemical and Physical Properties
Names and Identifiers
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- 4-Chloro-1-methyl-1H-indole-2-carboxylic acid
- 1H-indole-2-carboxylic acid, 4-chloro-1-methyl-
- 4-chloro-1-methyl-1H-indole-2-carboxylic acid(SALTDATA: FREE)
- MFCD07364732
- AKOS004119369
- VS-03366
- SCHEMBL19343561
- BBL012514
- E81695
- DTXSID30406470
- 23967-44-4
- ALBB-005038
- STK501556
- 4-Chloro-1-methyl-1H-indole-2-carboxylic acid, AldrichCPR
- CS-0136788
- 4-chloro-1-methylindole-2-carboxylic acid
-
- MDL: MFCD07364732
- Inchi: 1S/C10H8ClNO2/c1-12-8-4-2-3-7(11)6(8)5-9(12)10(13)14/h2-5H,1H3,(H,13,14)
- InChI Key: VGCZPBOQBLXWRG-UHFFFAOYSA-N
- SMILES: ClC1=CC=CC2=C1C=C(C(=O)O)N2C
Computed Properties
- Exact Mass: 209.02444
- Monoisotopic Mass: 209.0243562g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 14
- Rotatable Bond Count: 1
- Complexity: 246
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 2.6
- Topological Polar Surface Area: 42.2?2
Experimental Properties
- PSA: 42.23
4-Chloro-1-methyl-1H-indole-2-carboxylic acid Security Information
- Signal Word:warning
- Hazard Statement: H303+H313+H333
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- Safety Instruction: H303+H313+H333
- Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
4-Chloro-1-methyl-1H-indole-2-carboxylic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | 036843-500mg |
4-Chloro-1-methyl-1H-indole-2-carboxylic acid |
23967-44-4 | 500mg |
2047.0CNY | 2021-07-05 | ||
| TRC | C377218-10mg |
4-chloro-1-methyl-1H-indole-2-carboxylic Acid |
23967-44-4 | 10mg |
$ 50.00 | 2022-04-01 | ||
| TRC | C377218-50mg |
4-chloro-1-methyl-1H-indole-2-carboxylic Acid |
23967-44-4 | 50mg |
$ 115.00 | 2022-04-01 | ||
| TRC | C377218-100mg |
4-chloro-1-methyl-1H-indole-2-carboxylic Acid |
23967-44-4 | 100mg |
$ 185.00 | 2022-04-01 | ||
| Matrix Scientific | 036843-1g |
4-Chloro-1-methyl-1H-indole-2-carboxylic acid |
23967-44-4 | 1g |
$195.00 | 2023-09-09 | ||
| Matrix Scientific | 036843-500mg |
4-Chloro-1-methyl-1H-indole-2-carboxylic acid |
23967-44-4 | 500mg |
$126.00 | 2023-09-09 | ||
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | 036843-500mg |
4-Chloro-1-methyl-1H-indole-2-carboxylic acid |
23967-44-4 | 500mg |
2047CNY | 2021-05-07 | ||
| Ambeed | A555447-100mg |
4-Chloro-1-methyl-1H-indole-2-carboxylic acid |
23967-44-4 | 98% | 100mg |
$53.0 | 2024-04-20 | |
| Ambeed | A555447-250mg |
4-Chloro-1-methyl-1H-indole-2-carboxylic acid |
23967-44-4 | 98% | 250mg |
$85.0 | 2024-04-20 | |
| Ambeed | A555447-1g |
4-Chloro-1-methyl-1H-indole-2-carboxylic acid |
23967-44-4 | 98% | 1g |
$191.0 | 2024-04-20 |
4-Chloro-1-methyl-1H-indole-2-carboxylic acid Related Literature
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Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
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Tengfei Yu,Yuehan Wu,Wei Li,Bin Li RSC Adv., 2014,4, 34134-34143
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Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
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Qiao Song,Angela Bamesberger,Lingyun Yang,Haley Houtwed,Haishi Cao Analyst, 2014,139, 3588-3592
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Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
Additional information on 4-Chloro-1-methyl-1H-indole-2-carboxylic acid
Recent Advances in the Application of 4-Chloro-1-methyl-1H-indole-2-carboxylic acid (CAS: 23967-44-4) in Chemical Biology and Pharmaceutical Research
The compound 4-Chloro-1-methyl-1H-indole-2-carboxylic acid (CAS: 23967-44-4) has recently emerged as a key scaffold in medicinal chemistry and drug discovery. This indole derivative has attracted significant attention due to its versatile pharmacological properties and its role as a building block for more complex bioactive molecules. Recent studies have explored its potential in various therapeutic areas, including anti-inflammatory, anticancer, and antimicrobial applications.
A 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's effectiveness as a precursor for novel kinase inhibitors. Researchers utilized 4-Chloro-1-methyl-1H-indole-2-carboxylic acid to develop a series of potent and selective inhibitors targeting specific tyrosine kinases involved in cancer progression. The study highlighted the compound's optimal molecular geometry for binding to the ATP pocket of these kinases, with modifications at the carboxylic acid position yielding derivatives with improved pharmacokinetic properties.
In the field of anti-infective research, a team at the University of Cambridge reported in Bioorganic & Medicinal Chemistry Letters (2024) on the antimicrobial activity of 4-Chloro-1-methyl-1H-indole-2-carboxylic acid derivatives. The study found that certain halogenated analogs exhibited remarkable activity against drug-resistant bacterial strains, particularly MRSA and ESBL-producing E. coli. The presence of the chloro group at the 4-position was identified as crucial for maintaining antibacterial potency while reducing cytotoxicity against mammalian cells.
The compound's role in neurodegenerative disease research has also been explored. A recent Nature Communications paper (2024) described its incorporation into small molecules targeting α-synuclein aggregation in Parkinson's disease. The indole core provided optimal π-stacking interactions with amyloid fibrils, while the carboxylic acid moiety enabled salt bridge formation with key lysine residues. This dual interaction mechanism showed promise in preventing protein misfolding without disrupting normal α-synuclein function.
From a synthetic chemistry perspective, advances in the production of 4-Chloro-1-methyl-1H-indole-2-carboxylic acid have been significant. A 2024 Organic Process Research & Development publication detailed an improved, greener synthesis route using continuous flow chemistry, achieving higher yields (82%) and reduced environmental impact compared to traditional batch methods. This development is particularly important as demand for the compound increases in pharmaceutical manufacturing.
Looking forward, the unique structural features of 4-Chloro-1-methyl-1H-indole-2-carboxylic acid continue to inspire novel drug design strategies. Its balanced lipophilicity, molecular rigidity, and multiple sites for derivatization make it an attractive starting point for fragment-based drug discovery. Several pharmaceutical companies have included derivatives of this compound in their preclinical pipelines, particularly for oncology and CNS disorders, suggesting its importance will likely grow in coming years.
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