CAS 16357-59-8

2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline

Description:

2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline is an organic compound characterized by its unique structure, which includes a quinoline core modified with ethoxy and ethoxycarbonyl functional groups. This compound typically exhibits properties associated with both aromatic and aliphatic systems, contributing to its potential reactivity and solubility in various organic solvents. The presence of the ethoxy groups enhances its lipophilicity, which may influence its biological activity and interaction with other molecules. Additionally, the dihydroquinoline structure suggests that it may participate in various chemical reactions, such as oxidation or reduction, due to the presence of the double bond in the ring system. This compound may be of interest in medicinal chemistry, particularly for its potential applications in drug development or as a synthetic intermediate. Its specific characteristics, such as melting point, boiling point, and spectral data, would typically be determined through experimental methods and can vary based on purity and environmental conditions.

Formula: C₁₄H₁₇NO₃

InChI: InChI=1S/C14H17NO3/c1-3-17-13-10-9-11-7-5-6-8-12(11)15(13)14(16)18-4-2/h5-10,13H,3-4H2,1-2H3

InChI key: InChIKey=GKQLYSROISKDLL-UHFFFAOYSA-N

SMILES: C(OCC)(=O)N1C=2C(C=CC1OCC)=CC=CC2

Synonyms:

• 1(2H)-Quinolinecarboxylic acid, 2-ethoxy-, ethyl ester
• 1,2-Dihydro-2-ethoxy-1-quinolinecarboxylic acid e
• 1-(Ethoxycarbonyl)-2-ethoxy-1,2-dihydroquinoline
• 2-Ethoxy-1(2H)-quinolinecarboxylic acid ethyl ester
• 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline
• 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline
• EEDQ~N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
• Ethyl 1,2-dihydro-2-ethoxy-1-quinolinecarboxylate
• Ethyl 2-ethoxy-1(2H)-quinolinecarboxylate
• N-Carbethoxy-2-ethoxy-1,2-dihydroquinoline
• N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
• NSC 147831
• ethyl (2R)-2-ethoxyquinoline-1(2H)-carboxylate
• ethyl (2S)-2-ethoxyquinoline-1(2H)-carboxylate
• ethyl 2-ethoxyquinoline-1(2H)-carboxylate
• ethyl N-(2-ethoxy-1,2-dihydroquinoline)carboxylate

1-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

CAS: 16357-59-8

Formula: C₁₄H₁₇NO₃

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 247.29

Ref: 3B-E0363

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, 99%

CAS: 16357-59-8

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is an irreversible membrane-bound receptor antagonist. It is used in synthetic chemistry, discovery, process RD. It also acts as coupling reagents.This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. So

Formula: C₁₄H₁₇NO₃

Purity: 99%

Color and Shape: Crystals or powder or crystalline powder, White to cream

Molecular weight: 247.29

Ref: 02-A13724

EEDQ

CAS: 16357-59-8

EEDQ permits the coupling of acylamino acids with amino acid esters in high yield without concomitant racemization. In a study aiming at the optimization of the coupling of 3,5-dinitrobenzoyl-Leu to 3-aminopropyl-silica (Yang et al.) significant levels of racemization were observed with all the tested coupling reagents except for EEDQ .

Formula: C₁₄H₁₇NO₃

Purity: > 99%

Color and Shape: Light Beige Powder

Molecular weight: 247.29

Ref: 01-4015690

1(2H)-Quinolinecarboxylic acid, 2-ethoxy-, ethyl ester

CAS: 16357-59-8

Formula: C₁₄H₁₇NO₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 247.2897

Ref: IN-DA001U8Q

Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate

CAS: 16357-59-8

Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate

Formula: C₁₄H₁₇NO₃

Purity: 99%

Color and Shape: off white crystalline solid

Molecular weight: 247.29g/mol

Ref: 54-OR61179

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

CAS: 16357-59-8

Formula: C₁₄H₁₇NO₃

Molecular weight: 247.29

Ref: 7W-GM0340

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

CAS: 16357-59-8

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinolin, also known as EEDQ, is a peptide coupling reagent used to couple acyl amino acids to amino acid esters. EEDQ can be used in a one-step procedure in solution and solid-phase synthesis, achieving good yields with suppression of racemisation. EEDQ is used in the formation of antibody-drug conjugates and DNA-encoded bioconjugates formed from the reaction of an amine, a carboxylic acid and a DNA fragment. EEDQ is also an irreversible dopamine-receptor antagonist (see N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline for Pharmaceutical and Diagnostic Industries).

Formula: C₁₄H₁₇NO₃

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 247.29 g/mol

Ref: 3D-FE40640

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

CAS: 16357-59-8

Formula: C₁₄H₁₇NO₃

Purity: 95%

Color and Shape: Solid, Powder or Crystalline Powder or Granules or Chunks

Molecular weight: 247.294

Ref: 10-F003625

EEDQ extrapure, 99%

CAS: 16357-59-8

Formula: C₁₄H₁₇NO₃

Purity: min. 99%

Color and Shape: White to off-white, Crystalline powder

Molecular weight: 247.30

Ref: SR-62813

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

Controlled Product

CAS: 16357-59-8

Applications 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is used in the synthesis of Glycochenodeoxycholic Acid 3-Sulfate Disodium Salt which is a bile salt formed in the liver from chenodeoxycholate and glycine, usually as the sodium salt. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is a cholagogue and choleretic.
References Parmentier, G. , et al.: Steroids, 30, 583 (1977), Tserng, K.Y., et al.: Lipids, 13, 479 (1978),

Formula: C₁₄H₁₇NO₃

Color and Shape: Neat

Molecular weight: 247.29

Ref: TR-E891880

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

CAS: 16357-59-8

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline is a transcriptional regulator that is structurally related to the 2-adrenergic receptor agonist, clonidine. It binds to the 5HT2 receptor and has been shown to have antimicrobial properties. N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline has been shown to inhibit viral resistance in animals infected with influenza A virus. This drug also inhibits prolactin release in rats and humans through its binding to dopamine receptors. NEDQ is an inhibitor of human serum prolactin release.

Formula: C₁₄H₁₇NO₃

Purity: Min. 99.0 Area-%

Molecular weight: 247.30 g/mol

Ref: 3D-E-5001

EEDQ

CAS: 16357-59-8

EEDQ: irreversible dopamine antagonist; specifically reacts with carboxyl groups, couples acylamino acids without racemization.

Formula: C₁₄H₁₇NO₃

Color and Shape: Solid

Molecular weight: 247.29

Ref: TM-T71923