174072-89-0

Basic information

• Product Name: ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE
• Synonyms: ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE;2-Amino-4-methyl-5-(4-nitro-phenyl)-thiophene-3-carboxylic acid ethyl ester;2-Amino-4-methyl-5-(4-nitrophenyl)-3-thiophenecarboxylic acid ethyl ester;Ethyl 2-amino-4-methyl-5-(4-nitro-phenyl)-thiophene-3-carboxylat
• CAS NO: 174072-89-0
• Molecular Formula: C₁₄H₁₄N₂O₄S
• Molecular Weight: 306.34
• Mol File: 174072-89-0.mol

Chemical Properties

• Boiling Point: 464.596°C at 760 mmHg
• Flash Point: 234.78°C
• Appearance: /
• Density: 1.337
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -0.68±0.10(Predicted)
• CAS DataBase Reference: ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE(174072-89-0)
• EPA Substance Registry System: ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE(174072-89-0)

Safety Data

• Hazardous Substances Data: 174072-89-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE is used as a key intermediate in the synthesis of pharmaceutical compounds for the treatment of various diseases and conditions. Its unique chemical structure allows for the development of drugs with novel mechanisms of action and improved therapeutic profiles.
Used in Organic Synthesis:
In the field of organic synthesis, ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE serves as a versatile building block for the creation of complex organic molecules. Its functional groups can be selectively modified to generate a wide range of chemical entities with diverse properties and applications.
Used in Drug Development:
ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE is used as a starting material in the development of new drugs. Its unique structural features and potential biological activities make it a promising candidate for the discovery of innovative therapeutic agents.
Used in Medicinal Chemistry:
In medicinal chemistry, ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE is employed as a scaffold for the design and optimization of drug candidates. Its chemical properties can be fine-tuned to enhance the potency, selectivity, and pharmacokinetic properties of the resulting compounds.
Used in Chemical Biology:
ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE is used as a probe in chemical biology to study the interactions between small molecules and biological targets. Its unique chemical features enable the investigation of novel biological pathways and the identification of potential drug targets.
Used in Agrochemical Research:
In the agrochemical industry, ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE is used as a precursor for the development of new pesticides and agrochemicals. Its chemical properties can be exploited to create compounds with improved efficacy and selectivity against target pests and diseases.
Used in Materials Science:
ETHYL 2-AMINO-4-METHYL-5-(4-NITRO-PHENYL)-THIOPHENE-3-CARBOXYLATE is used as a component in the development of advanced materials with unique properties. Its chemical structure can be incorporated into polymers, coatings, and other materials to impart specific characteristics, such as improved stability, conductivity, or responsiveness to environmental stimuli.

InChI:InChI=1/C14H14N2O4S/c1-3-20-14(17)11-8(2)12(21-13(11)15)9-4-6-10(7-5-9)16(18)19/h4-7H,3,15H2,1-2H3

Upstream product

• 5332-96-7 1-(4-nitrophenyl)propan-2-one 
• 105-56-6 ethyl 2-cyanoacetate 
• 1313714-59-8 (E/Z)-2-cyano-3-methyl-4-(4-nitrophenyl)but-2-enoic acid ethyl ester 
• 109-89-7 diethylamine 
• 3758-70-1 1-(4-nitrophenyl)propan-1-one 
• 104-03-0 4-nitrobenzeneacetic acid 
• 586-78-7 para-nitrophenyl bromide 

Downstream Products

• 358739-99-8 4-methyl-5-(4-nitro-phenyl)-2-(3-phenyl-ureido)-thiophene-3-carboxylic acid ethyl ester 
• 308831-93-8 2-((ethoxycarbonyl)amino)-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester 
• 174072-92-5 5-methyl-6-(4-nitrophenyl)-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione 
• 1589503-93-4 1-(2,6-difluorobenzyl)-5-((dimethylamino)methyl)-3-(6-methoxypyridazin-3-yl)-6-(4-aminophenyl)thiophene[2,3-d]pyrimidine-2,4(1H,3H)-dione 
• 1589503-95-6 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylic acid 
• 1589503-97-8 ethyl 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylate 
• 1622230-36-7 C₁₇H₁₁N₃O₃S₂ 
• 1622230-47-0 C₁₇H₁₃N₅O₂S₂ 
• 949527-82-6 4-chloro-5-methyl-6-(4-nitrophenyl)-2-thiophen-2-yl-thieno[2,3-d]pyrimidine 
• 737789-87-6 TAK-385 
• 737790-70-4 1-{4-[1-(2,6-difluorobenzyl)-5-{[(2-methoxyethyl)(methyl)amino]methyl}-3-(6-methoxypyridin-3-yl)-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]phenyl}-3-methoxyurea 

Relevant articles and documents

Preparation method of Rugolix key intermediate

The invention relates to a preparation method of a Rugolix key intermediate. 4-nitrophenyl acetic acid is used as a raw material, and a target product is obtained through four steps of reaction. The preparation method avoids the use of toxic reagents and has the advantages of mild reaction conditions, low cost, high yield and simple route and is suitable for industrial large-scale production.

Five-membered nitrogen-containing heteroaryl substituted pyrimidinedione compound and application thereof

The invention belongs to the technical field of medicines, and relates to a five-membered nitrogen-containing heteroaryl substituted pyrimidinedione compound and application thereof, and a pharmaceutical composition containing the five-membered nitrogen-containing heteroaryl substituted pyrimidinedione compound, and the five-membered nitrogen-containing heteroaryl substituted pyrimidinedione compound and the pharmaceutical composition can be used as gonadotropin releasing hormone receptor antagonists. The invention also relates to a method for preparing the compound and the pharmaceutical composition, and application of the compound and the pharmaceutical composition in prevention or treatment of sex hormone dependent diseases including but not limited to prostate cancer, endometriosis, hysteromyoma, precocious puberty and the like.

Substituted pyrimidinedione compound and application thereof

The invention belongs to the technical field of medicines, and relates to a substituted pyrimidinedione compound and application thereof, and a pharmaceutical composition containing the compound, which can be used as a gonadotropin releasing hormone receptor antagonist. The invention also relates to a method for preparing the compound and the pharmaceutical composition, and application of the compound and the pharmaceutical composition in prevention or treatment of sex hormone dependent diseases including but not limited to prostate cancer, endometriosis, hysteromyoma, precocious puberty and the like.

Phenyl-substituted thieno[2,3-d]pyrimidine-2,4 (1H,3H)-dione compounds and application thereof

The invention belongs to the technical field of medicines, and relates to phenyl-substituted thieno[2,3-d]pyrimidine-2,4 (1H,3H)-dione compounds, application thereof, and a pharmaceutical compositioncontaining the compounds. The compounds and the pharmaceutical composition can be used as gonadotropin releasing hormone receptor antagonists. The invention also relates to a method for preparing thecompounds and the pharmaceutical composition, and application of the compounds and the pharmaceutical composition in prevention or treatment of sex hormone dependent diseases including but not limitedto prostate cancer, endometriosis, hysteromyoma, precocious puberty and the like.

Bicyclic nitrogen-containing heteroaryl substituted pyrimidinedione compounds and application thereof

The invention belongs to the technical field of medicines, and relates to bicyclic nitrogen-containing heteroaryl substituted pyrimidinedione compounds, application thereof, and a pharmaceutical composition containing the compounds. The compounds can be used as a gonadotropin releasing hormone receptor antagonist. The invention also relates to a method for preparing the compounds and the pharmaceutical composition, and application of the compounds and the pharmaceutical composition in prevention or treatment of sex hormone dependent diseases including but not limited to prostate cancer, endometriosis, hysteromyoma, precocious puberty and the like.

Heterocyclyl-substituted thieno[2,3-d]pyrimidine-2,4-(1H,3H)-diketone compound and application thereof

The invention belongs to the technical field of medicines, and relates to heterocyclyl-substituted thieno[2,3-d]pyrimidine-2,4-(1H,3H)-diketone compounds and application thereof, and a pharmaceuticalcomposition containing the compounds; wherein the compounds and the pharmaceutical composition can be used as gonadotropin releasing hormone receptor antagonists. The invention also relates to a method for preparing the compound and the pharmaceutical composition, and application of the compounds and the pharmaceutical compositions in prevention or treatment of sex hormone dependent diseases, including but not limited to: prostate cancer, endometriosis, hysteromyoma, precocious puberty and the like.

Nitrogen-containing heterocyclic group substituted pyrimidinedione compound and application thereof

The invention belongs to the technical field of medicines, and relates to a nitrogen-containing heterocyclic group substituted pyrimidinedione compound and application thereof, and a pharmaceutical composition containing the compound, which can be used as a gonadotropin releasing hormone receptor antagonist. The invention also relates to a method for preparing the compound and the pharmaceutical composition, and application of the compound and the pharmaceutical composition in prevention or treatment of sex hormone dependent diseases including but not limited to prostate cancer, endometriosis,hysteromyoma, precocious puberty and the like.

Nitrogen-containing heteroaryl substituted pyrimidinedione compound and application thereof

The invention belongs to the technical field of medicines, and relates to a nitrogen-containing heteroaryl substituted pyrimidinedione compound and application thereof, and a pharmaceutical composition containing the compound, and the nitrogen-containing heteroaryl substituted pyrimidinedione compound and the pharmaceutical composition can be used as gonadotropin releasing hormone receptor antagonists. The invention also relates to a method for preparing the compound and the pharmaceutical composition, and application of the compound and the pharmaceutical composition in prevention or treatment of sex hormone dependent diseases including but not limited to prostate cancer, endometriosis, hysteromyoma, precocious puberty and the like.

Substituted pyrimidinedione compound and application thereof

The invention belongs to the technical field of medicines, and relates to a substituted pyrimidinedione compound and application thereof, and a pharmaceutical composition containing the compound, which can be used as a gonadotropin releasing hormone receptor antagonist. The invention also relates to a method for preparing the compound and the pharmaceutical composition, and application of the compound and the pharmaceutical composition in prevention or treatment of sex hormone dependent diseases including but not limited to prostate cancer, endometriosis, hysteromyoma, precocious puberty and the like.

Relugolix synthesis method

The present invention provides a method for preparing a relugolix intermediate compound 8. The method comprises: (a) carrying out a reaction on a compound 2 and N,N'-carbonyldiimidazole to obtain a compound 3; (b) carrying out a reaction on the compound 3 and 2,6-difluorobenzyl chloride to obtain a compound 4; (c) carrying out a reaction on the compound 4 and 3-amino-6-methoxypyridazine to obtaina compound 5; (d) carrying out a reaction on the compound 5 and N,N'-carbonyldiimidazole to obtain a compound 6; (e) carrying out a reaction on the compound 6, N-bromosuccinimide and azobisisobutyronitrile to obtain a compound 7; and (f) carrying out a reaction on the compound 7 and dimethylamine hydrochloride to obtain a compound 8. The invention further provides a relugolix preparation method, which comprises: (g) carrying out a reaction on the compound 8 obtained by the method and hydrogen under a catalyst to obtain a compound 9; and (h) carrying out a reaction on the compound 9, N,N'-carbonyldiimidazole and methoxy amine hydrochloride to obtain relugolix. According to the present invention, the method adopts the route sequentially comprising loop closing and coupling, such that the method has characteristics of simple operation, less side-reaction, mild reaction condition, high yield, high product purity and easy product purification, and is suitable for commercial scale production.