81569-25-7

Basic information

• Product Name: METHYL 2-AMINO-5-ISOPROPYL-1,3-THIAZOLE-4-CARBOXYLATE
• Synonyms: METHYL 2-AMINO-5-ISOPROPYLTHIAZOLE-4-CARBOXYLATE;METHYL 2-AMINO-5-ISOPROPYL-1,3-THIAZOLE-4-CARBOXYLATE;4-Thiazolecarboxylicacid,2-amino-5-(1-methylethyl)-,methylester(9CI);Methyl 2-amino-5-(prop-2-yl)-1,3-thiazole-4-carboxylate, 2-Amino-5-isopropyl-4-(methoxycarbonyl)-1,3-thiazole;Methyl 2-aMino-5-(propan-2-yl)-1,3-thiazole-4-carboxylate;1W-0612;2-amino-5-isopropyl-4-thiazolecarboxylic acid methyl ester;2-amino-5-isopropyl-thiazole-4-carboxylic acid methyl ester
• CAS NO: 81569-25-7
• Molecular Formula: C₈H₁₂N₂O₂S
• Molecular Weight: 200.26
• Product Categories: AMINOACID
• Mol File: 81569-25-7.mol

Chemical Properties

• Melting Point: 150-152°C
• Boiling Point: 337.1 °C at 760 mmHg
• Flash Point: 157.7 °C
• Appearance: /
• Density: 1.233 g/cm³
• Vapor Pressure: 0.000107mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: 2-8°C
• PKA: 2.84±0.10(Predicted)
• CAS DataBase Reference: METHYL 2-AMINO-5-ISOPROPYL-1,3-THIAZOLE-4-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-AMINO-5-ISOPROPYL-1,3-THIAZOLE-4-CARBOXYLATE(81569-25-7)
• EPA Substance Registry System: METHYL 2-AMINO-5-ISOPROPYL-1,3-THIAZOLE-4-CARBOXYLATE(81569-25-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 81569-25-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
METHYL 2-AMINO-5-ISOPROPYL-1,3-THIAZOLE-4-CARBOXYLATE is used as a building block in pharmaceutical research for the development of new drugs. Its unique structural properties allow for the creation of novel compounds with potential therapeutic effects.
Used in Agrochemical Development:
In the agrochemical industry, METHYL 2-AMINO-5-ISOPROPYL-1,3-THIAZOLE-4-CARBOXYLATE is used as a starting material for the synthesis of new agrochemicals. Its structural features enable the development of innovative products with improved efficacy and selectivity in crop protection.
Used in Organic Synthesis:
METHYL 2-AMINO-5-ISOPROPYL-1,3-THIAZOLE-4-CARBOXYLATE is utilized as a key intermediate in organic synthesis. Its presence of an amino and carboxylate group facilitates the formation of various chemical entities, broadening the scope of synthetic chemistry.

InChI:InChI=1/C8H12N2O2S/c1-4(2)6-5(7(11)12-3)10-8(9)13-6/h4H,1-3H3,(H2,9,10)

Upstream product

• 116-54-1 dichloroacetic acid methyl ester 
• 17356-08-0 thiourea 
• 78-84-2 isobutyraldehyde 
• 67-56-1 methanol 
• 535-15-9 ethyl 1,1-dichloroacetate 
• 50652-78-3 methyl 4-methylpent-2-enoate 
• 28942-47-4 methyl 2-chloro-3-isopropyloxirane-2-carboxylate 

Downstream Products

• 566947-06-6 methyl 5-isopropyl-2-[(3-methoxybenzoyl)amino]-1,3-thiazole-4-carboxylate 
• 1231955-39-7 methyl 5-isopropyl-2-{[2-fluoro-5-(trifluoromethyl)benzoyl]amino}-1,3-thiazole-4-carboxylate 
• 566947-07-7 5-isopropyl-2-[(3-methoxybenzoyl)amino]-1,3-thiazole-4-carboxylic acid 
• 81569-28-0 methyl 2-bromo-5-isopropyl-thiazole-4-carboxylate 
• 81569-27-9 methyl 2-chloro-5-isopropylthiazole-4-carboxylate 
• 81569-26-8 5-isopropyl-thiazole-4-carboxylic acid methyl ester 
• 804482-42-6 methyl 5-isopropyl-2-{[(3-nitrophenyl)sulfonyl]amino}-1,3-thiazole-4-carboxylate 

Relevant articles and documents

Investigation of the factors that dictate the preferred orientation of lexitropsins in the minor groove of DNA

Lexitropsins are small molecules that bind to the minor groove of DNA as antiparallel dimers in a specific orientation. These molecules have shown therapeutic potential in the treatment of several diseases; however, the development of these molecules to target particular genes requires revealing the factors that dictate their preferred orientation in the minor grooves, which to date have not been investigated. In this study, a distinct structure (thzC) was carefully designed as an analog of a well-characterized lexitropsin (thzA) to reveal the factors that dictate the preferred binding orientation. Comparative evaluations of the biophysical and molecular modeling results of both compounds showed that the position of the dimethylaminopropyl group and the orientation of the amide links of the ligand with respect to the 5′-3′-ends; dictate the preferred orientation of lexitropsins in the minor grooves. These findings could be useful in the design of novel lexitropsins to selectively target specific genes.

Novel Thiazole Carboxylic Acid derivatives possessing a "zinc Binding Feature" as Potential human glyoxalase-I inhibitors

Glyoxalase-I (Glo-I) enzyme is an attractive new target for developing new cancer therapeutics. This enzyme is a dimeric mononuclear zinc coordinating metalloenzyme, and the core zinc ion was utilized in designing potentially active inhibitors possessing

ACYLAMINOTHIAZOLE DERIVATIVES AND USE THEREOF AS BETA-AMYLOID INHIBITORS

Compounds of formula (I) as defined herein: inhibit the formation of the β-amyloid peptide (β-A4) and are, therefore, useful in the treatment of pathologies in which a β-amyloid peptide (β-A4) formation inhibitor provides a therapeutic benefit. Particular

Acylaminothiazole derivatives, preparation and therapeutic use thereof

This invention discloses and claims a compound conforming to the general formula (I): Wherein R1, R2, R′2, R3, R4 and R5 are as described herein. The compounds of the present invention exhibit an inhibitory effect on the production of β-amyloid peptide (β-A4) by inhibition of gamma protease. Therefore, the compounds of the present invention are useful in the treatment of pathologies such as senile dementia, Alzheimer's disease, Down's syndrome, Parkinson's disease, amyloid angiopathy and/or cerebrovascular disorders.

Identification of potent type I MetAP inhibitors by simple bioisosteric replacement. Part 1: Synthesis and preliminary SAR studies of thiazole-4-carboxylic acid thiazol-2-ylamide derivatives

A series of thiazole-4-carboxylic acid thiazol-2-ylamide (TCAT, 4) derivatives were designed and synthesized according to simple bioisosteric replacement from previously reported pyridine-2-carboxylic acid thiazol-2-ylamide (PCAT) MetAP inhibitors. The preliminary SAR studies demonstrated that these TCAT series of compounds showed different activity and selectivity compared with those of the corresponding PCAT compounds. These findings provide useful information for the design and discovery of more potent inhibitors of type I MetAPs.

Distamycin Analogues with Enhanced Lipophilicity: Synthesis and Antimicrobial Activity

Forty-eight heterocyclic amino acid trimers, analogues of distamycin, with a number of features that enhance lipophilicity are described. They contain alkyl or cycloalkyl groups larger than methyl; some are N-terminated by acetamide or methoxybenzamide an

Di-substituted aminomethyl-chroman derivative beta-3 adrenoreceptor agonists

This invention is related to novel di-substituted aminomethyl chroman derivatives which are useful in the treatment of beta-3 receptor-mediated conditions.

Benzofuran and dihydrobenzofuran derivatives useful as beta-3 adrenoreceptor agonists

This invention relates to novel benzofuran and dihydrobenzofuran compounds, pharmaceutical compositions containing such compounds, and methods of treating beta-3 adrenoreceptor-mediated conditions with such compositions.

2,6-Substituted chroman derivatives useful as beta-3 adrenoreceptor agonists

This invention relates to novel 2,6-substituted chroman derivatives which are useful in the treatment of beta-3 adrenoreceptor-mediated conditions.

The Preparation of Thiazole-4- and -5-carboxylates, and an Infrared Study of their Rotational Isomers

Convenient general procedures have been developed for preparing series of thiazole-4- and -5-carboxylates containing alkyl and halogeno substituents.While both series of esters show i.r. carbonyl doublets caused by rotational isomerism, the more intense absorptions of the 4-carboxylates are the lower wavenumber components, whereas those of the 5-carboxylates are the higher wavenumber components.In both series the stronger bands arise from the thermochemically more stable forms; identification of these forms as the carbonyl O,S-syn-s-trans rotamers is more certain with the 4-carboxylates than with the 5-carboxylates.