ChemicalBook > CAS DataBase List > Ethyl indole-2-carboxylate
Ethyl indole-2-carboxylate
- Product Name
- Ethyl indole-2-carboxylate
- CAS No.
- 3770-50-1
- Chemical Name
- Ethyl indole-2-carboxylate
- Synonyms
- ETHYL 1H-INDOLE-2-CARBOXYLATE;2-CARBETHOXYINDOLE;ICA-OEt;NSC 10076;TIMTEC-BB SBB003670;Ethyl indole-2-carbo;SPECS AF-966/00545036;2-Ethoxycarbonylindole;ETHYL 2-INDOLECARBOXYLATE;PERINDOPRIL INTERMEDIATES
- CBNumber
- CB7427732
- Molecular Formula
- C11H11NO2
- Formula Weight
- 189.21
- MOL File
- 3770-50-1.mol
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Ethyl indole-2-carboxylate Property
- Melting point:
- 122-125 °C (lit.)
- Boiling point:
- 324.47°C (rough estimate)
- Density
- 1.1596 (rough estimate)
- refractive index
- 1.5012 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 15.01±0.30(Predicted)
- form
- Crystals or Crystalline Powder
- color
- White to yellow
- BRN
- 146395
- InChI
- InChI=1S/C11H11NO2/c1-2-14-11(13)10-7-8-5-3-4-6-9(8)12-10/h3-7,12H,2H2,1H3
- InChIKey
- QQXQAEWRSVZPJM-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC=C2)C=C1C(OCC)=O
- CAS DataBase Reference
- 3770-50-1(CAS DataBase Reference)
- NIST Chemistry Reference
- 1H-indole-2-carboxylic acid, ethyl ester(3770-50-1)
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Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- Hazard Note
- Keep Cold
- HazardClass
- IRRITANT
- HS Code
- 29339990
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- E32800
- Product name
- Ethyl indole-2-carboxylate
- Purity
- 97%
- Packaging
- 5g
- Price
- $46.5
- Updated
- 2024/03/01
Sigma-Aldrich
- Product number
- E32800
- Product name
- Ethyl indole-2-carboxylate
- Purity
- 97%
- Packaging
- 25g
- Price
- $84
- Updated
- 2024/03/01
TCI Chemical
- Product number
- I0585
- Product name
- Ethyl Indole-2-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $177
- Updated
- 2024/03/01
TCI Chemical
- Product number
- I0585
- Product name
- Ethyl Indole-2-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $810
- Updated
- 2024/03/01
Alfa Aesar
- Product number
- L00797
- Product name
- Ethyl indole-2-carboxylate, 98+%
- Packaging
- 5g
- Price
- $46.65
- Updated
- 2024/03/01
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Ethyl indole-2-carboxylate Chemical Properties,Usage,Production
Chemical Properties
white to yellow crystals or crystalline powder
Uses
Reactant for preparation of:CRTH2 receptor antagonists;Indoleamine 2,3-dioxygenase (IDO) inhibitors;Cannabinoid CB1 receptor antagonists; Inhibitors of Human Reticulocyte 15-Lipoxygenase-1;N-(benzoylphenyl)-1H-indole-2-carboxamides as potent antihypertriglyceridemic agents;A antiproliferative agent against human leukemia K562 cells;Inhibitors of p38 MAP kinase; Acetolactate synthase inhibitors.
Uses
2-Ethoxycarbonylindole is a building block that has been used as a reactant for the preparation of pyridazinoindole derivatives that have antimicrobial activities.
Preparation
Indole-2-carb-oxy-lic acid (0.50 g, 3.1 mmol) was dissolved in SOCl2 (19 ml) at 0°C. After stirring for 1 h, the solution was rotary evaporated, and the resulting oil was added to absolute ethanol (17 ml) at room temperature. After stirring overnight, the solution was vacuum filtered to yield ethyl 1H-indole-2-carboxyl-ate as a beige solid, which was recrystallized from methanol to yield 0.54 g (2.9 mmol, 93%) of the product[1].
References
[1] Will E. Lynch , Clifford W. Padgett, Christine R. Whitlock . “Ethyl 1H-indole-2-carboxyl-ate.” IUCrData 5 (2020): Article x201205.
Synthesis Reference(s)
Chemical and Pharmaceutical Bulletin, 39, p. 1152, 1991 DOI: 10.1248/cpb.39.1152
structure and hydrogen bonding
Lynch et al. report the crystal structure of ethyl 1H-indole-2-carboxyl-ate, which forms a hydrogen-bonded dimer. The hydrogen bonding occurs between N atoms of the indole ring and the keto oxygen atoms with an R(10) synthon. The hydrogen bond between N1 and O2i is characterized by an N…O separation of 2.877 Å;, and the ring motifs are placed on inversion centres in the space group P21/c. The crystal structure exhibits a classic herringbone pattern, with the blocks of hydrogen-bonded dimers and the zigzag running along the b-axis direction. The mol-ecule is nearly planar, with a r.m.s.d. of 0.028 Å for the non-hydrogen atoms. No other short contacts or π–π inter-actions are observed in the crystal[1].
Ethyl indole-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl indole-2-carboxylate manufacturers
Anhui Ruihan Technology Co., Ltd
- Product
- Ethyl indole-2-carboxylate 3770-50-1
- Price
- US $30.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1000t/year
- Release date
- 2023-09-11
Chemwill Asia Co.,Ltd.
- Product
- Ethyl indole-2-carboxylate in stock Factory 3770-50-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- TOP 3 Factory in China
- Supply Ability
- Top 3 largest production capacity Factory
- Release date
- 2019-04-03
Career Henan Chemical Co
- Product
- Ethyl indole-2-carboxylate 3770-50-1
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2018-12-17
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