| Identification | More | [Name]
5-Chloroindole-2-carboxylic acid | [CAS]
10517-21-2 | [Synonyms]
5-CHLORO-1H-INDOLE-2-CARBOXYLIC ACID
5-CHLOROINDOLE-2-CARBOXYLIC ACID
AKOS JY2083234
TIMTEC-BB SBB003591
5-chloro-1h-indole-2-carboxylicaci
5-Chloroindole-2-CarboxylicAcid99%
5-CHLORO-2-INDOLECARBOXYLATE
5-CHLORO-2-INDOLECARBOXYLIC ACID
5-chloroindole-2-carboxylate
5-Cl-ICA
5-Chloroindole-2-carboxylic acid ,98% | [EINECS(EC#)]
234-050-1 | [Molecular Formula]
C9H6ClNO2 | [MDL Number]
MFCD00005613 | [Molecular Weight]
195.6 | [MOL File]
10517-21-2.mol |
| Chemical Properties | Back Directory | [Appearance]
light pink to beige or light brown fine | [Melting point ]
287 °C (dec.) (lit.) | [Boiling point ]
449.7±25.0 °C(Predicted) | [density ]
1.3228 (rough estimate) | [refractive index ]
1.5790 (estimate) | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
4.26±0.30(Predicted) | [color ]
Beige | [Detection Methods]
HPLC,NMR | [BRN ]
153229 | [InChI]
InChI=1S/C9H6ClNO2/c10-6-1-2-7-5(3-6)4-8(11-7)9(12)13/h1-4,11H,(H,12,13) | [InChIKey]
FUQOTYRCMBZFOL-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=C(Cl)C=C2)C=C1C(O)=O | [CAS DataBase Reference]
10517-21-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
NL5998400
| [HazardClass ]
IRRITANT | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
light pink to beige or light brown fine | [Uses]
NMDA receptor antagonist (gly) | [Definition]
ChEBI: 5-chloro-1H-indole-2-carboxylic acid is an indolyl carboxylic acid. | [Synthesis]
The general procedure for the synthesis of 5-chloroindole-2-carboxylic acid from ethyl 5-chloroindole-2-carboxylate was as follows: 111.5 g of ethyl 5-chloroindole-2-carboxylate was dissolved in a mixture of 31.25 g of 96% sodium hydroxide, 183 ml of methanol, and 183 ml of water, and was heated and refluxed for 1 hour. After the reaction was completed, the reaction solution was cooled to 40 °C, and 10% hydrochloric acid was slowly added dropwise to adjust the pH to 3-4. After the reaction solution was completely cooled, the precipitate was collected by filtration to obtain 90.1 g of off-white 5-chloroindole-2-carboxylic acid in 92.5% yield, and the purity of the product was ≥96% by high performance liquid chromatography (HPLC). | [References]
[1] Chemical Biology and Drug Design, 2017, vol. 90, # 1, p. 64 - 82
[2] Patent: CN104402795, 2017, B. Location in patent: Paragraph 0045; 0048
[3] European Journal of Medicinal Chemistry, 2011, vol. 46, # 7, p. 3149 - 3157
[4] Advanced Synthesis and Catalysis, 2016, vol. 358, # 24, p. 3938 - 3942
[5] Journal of the Chemical Society, 1955, p. 3499,3502 |
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