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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Ethyl indole-2-carboxylate Suppliers

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View Lastest Price from Ethyl indole-2-carboxylate manufacturers

Wuhan Fortuna Chemical Co.,Ltd
Product
Ethyl indole-2-carboxylate 3770-50-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2024-08-10
Shaanxi Dideu Medichem Co. Ltd
Product
Ethyl indole-2-carboxylate 3770-50-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2024-07-14
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

3770-50-1, Ethyl indole-2-carboxylateRelated Search:

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