129822-42-0

Basic information

• Product Name: (4-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER
• Synonyms: (4-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER;2-METHYL-4-METHOXYANILINE TERT-BUTYL CARBAMATE;tert-Butyl 4-methoxy-2-methylphenylcarbamate
• CAS NO: 129822-42-0
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.3
• Mol File: 129822-42-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (4-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(129822-42-0)
• EPA Substance Registry System: (4-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(129822-42-0)

Safety Data

• Hazardous Substances Data: 129822-42-0(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 102-50-1 2-methyl-4-methoxyaniline 

Downstream Products

• 138344-14-6 [2-(5-Chloro-2-oxo-pentyl)-4-methoxy-phenyl]-carbamic acid tert-butyl ester 
• 164082-94-4 t-butyl 2-(2-cyclopropyl-2-oxoethyl)-4-methoxyphenylcarbamate 
• 260391-79-5 N-(tert-butoxycarbonyl)-2-methyl-p-benzoquinone imine dimethyl acetal 
• 163688-09-3 1-[2-(tert-butoxycarbonylamino)-5-methoxyphenyl]-2-butanone 
• 138344-30-6 [2-(6-Chloro-2-oxo-hexyl)-4-methoxy-phenyl]-carbamic acid tert-butyl ester 
• 86735-53-7 2-methyl-4-methoxy-N-methylaniline 
• 57197-11-2 4,4-dimethoxy-2-methylcyclohexane-2,5-dien-1-one 
• 1263299-69-9 tert-butyl [2-(2-cyclopentyl-2-hydroxyethyl)-4-methoxyphenyl]carbamate 
• 1263299-66-6 tert-butyl [4-methoxy-2-(2-hydroxy-3,3-dimethylbutyl)phenyl]carbamate 
• 1263299-70-2 Methyl 3-{[2-(2-Cyclopentyl-2-hydroxyethyl)-4-methoxyphenylamino]methyl}benzoate 
• 1263297-51-3 Methyl 3-(2-tert-butyl-5-methoxyindol-1-ylmethyl)benzoate 
• 1263299-68-8 methyl 3-{[2-(2-hydroxy-3,3-dimethylbutyl)-4-methoxyphenylamino]methyl}benzoate 
• 1263299-67-7 1-(2-amino-5-methoxyphenyl)-3,3-dimethylbutan-2-ol 
• 1200525-58-1 tert-butyl 2-(3,3,3-trifluoro-2-oxopropyl)-4-methoxyphenylcarbamate 

Relevant articles and documents

Metal-free synthesis of fluorinated indoles enabled by oxidative dearomatization

Nitrogen heterocycles are found in a majority of approved small-molecule pharmaceuticals, and the number of approved fluorinated drugs is increasing each decade. Therefore, new approaches for accessing fluorinated nitrogen heterocycles are of great significance. A novel, scalable, and metal-free method for accessing a wide range of fluorinated indoles is described. This oxidative-dearomatization-enabled approach assembles 2-trifluoromethyl NH-indole products from simple commercially available anilines with hexafluoroacetylacetone in the presence of an organic oxidant. The nature of the aniline N-capping group is critical for the success of this new reaction. Furthermore, the indole products contain a 3-trifluoroacetyl group, which can be exploited to access a plethora of useful functional groups.

Differential induction of cytoplasmic vacuolization and methuosis by novel 2-indolyl-substituted pyridinylpropenones

Because many cancers harbor mutations that confer resistance to apoptosis, there is a need for therapeutic agents that can trigger alternative forms of cell death. Methuosis is a novel form of nonapoptotic cell death characterized by accumulation of vacuo

Facile synthesis and antitumor activity of novel N(9) methylated AHMA analogs

A facile synthesis of novel antitumor N(9)-methyl-3-(9-acridinylamino)-5- hydroxymethylaniline (AHMA) derivatives is described. Boc protection of aminobenzoic acids followed by LiAlH4 reduction yielded novel methylaminobenzyl alcohol reactants. Their interaction with 9-chloroacridine provides N(9)-methylated AHMA derivatives for biological screening. A preliminary anti-proliferative assay against seven cancer cell lines identified compounds with low μM IC50 values. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

3-SUBSTITUTED-1H-INDOLE, 3-SUBSTITUTED-1H-PYRROLO[2,3-B]PYRIDINE AND 3-SUBSTITUTED-1H-PYRROLO[3,2-B]PYRIDINE COMPOUNDS, THEIR USE AS MTOR KINASE AND PI3 KINASE INHIBITORS, AND THEIR SYNTHESES

The invention relates to 3-substituted-1H-indole, 3-substituted-1H-pyrrolo[2,3-b]pyridine, and 3-substituted-1H-pyrrolo[3,2-b]pyridine compounds of the Formula (I): or a pharmaceutically acceptable salt thereof, wherein the constituent variables are as defined herein, compositions comprising the compounds, and methods for making and using the compounds.

2-Alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles as novel 5-HT 6 receptor agonists

A series of 2-alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles were synthesized and evaluated for their 5-HT6 activity. The most potent agonist in this series was 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)- 1H-indole with an ICsub

1H-INDOLE-3-GLYOXYLAMIDE SPLA2 INHIBITORS

A class of novel 1H-indole-3-glyoxylamides is disclosed together with the use of such indole compounds for inhibiting sPLA2 mediated release of fatty adds for treatment of conditions such as septic shock

1H-INDOLE-3-ACETAMIDE SPLA2 INHIBITORS

A class of novel 1-indole-3-acetamides represented by the formula; is disclosed together with the use of such indole compounds for inhibiting sPLA2 mediated release of fatty acids.

Indole inhibitors of human nonpancreatic secretory phospholipase A2. 1. Indole-3-acetamides

Phospholipases (PLAs) produce rate-limiting precursors in the biosynthesis of various types of biologically active lipids involved in inflammatory processes. Increased levels of human nonpancreatic secretory phospholipase A2 (hnps-PLA2) have been detected in several pathological conditions. An inhibitor of this enzyme could have therapeutic utility. A broad screening program was carried out to identify chemical structures which could inhibit hnps-PLA2. One of the lead compounds generated by the screening program was 5-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid (13a). We describe the syntheses, structure-activity relationships, and pharmacological activities of a series of indole-3-acetamides and related compounds derived from this lead. This SAR was undertaken with the aid of X- ray crystal structures of complexes between the inhibitors and hnps-PLA2 which were of great value in directing the SAR.

1H-INDOLE-3-ACETIC ACID HYDRAZIDE SPLA2 INHIBITORS

A class of novel 1H-indole-3-acetic acid hydrazides is disclosed together with the use of such indole compounds for inhibiting sPLA2 mediated release of fatty acids (e.g., arachidonic acid) for treatment of conditions such as septic shock

Preparation of indoles and oxindoles from N-(tert-butoxycarbonyl)-2-alkylanilines

Treatment of dilithiated N-(tert-butoxycarbonyl)anilines 1 with dimethylformamide or carbon dioxide furnishes intermediates 3, 5, that are easily converted to N-(tert-butoxycarbonyl)indoles 4 and oxindoles (indol-2(3H)-ones, 7), respectively. Condensation of dilithiated 1 with N-methoxy-N-methylamides provides ketones 9 which are cyclized upon trifluoroacetic acid treatment to either 2-substituted 1-(tert-butoxycarbonyl)indoles 10 or 2-substituted indoles 11 depending on the reaction time. This general methodology has been applied to efficient synthesis of 1,2-alkyl-bridged indoles 12, 1,3,4,5-tetrahydrobenz[c,d]indole (16), 2a,3,4,5-tetrahydrobenz[c,d]indol-2(1H)-one (18), and 1-(tert-butoxycarbonyl)1H-pyrrolo[2,3-b]pyridine (21).