164082-77-3

Basic information

• Product Name: (3-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER
• Synonyms: (3-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER;N-(tert-butyloxycarbonyl)-3-methoxy-2-methylaniline
• CAS NO: 164082-77-3
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.29486
• Mol File: 164082-77-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 80-82 °C
• Boiling Point: 284.0±33.0 °C(Predicted)
• Appearance: /
• Density: 1.084±0.06 g/cm3(Predicted)
• PKA: 13.41±0.70(Predicted)
• CAS DataBase Reference: (3-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (3-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(164082-77-3)
• EPA Substance Registry System: (3-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER(164082-77-3)

Safety Data

• Hazardous Substances Data: 164082-77-3(Hazardous Substances Data)

Usage

Description

(3-METHOXY-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER, commonly known as metolachlor, is a widely used herbicide that belongs to the chloroacetanilide chemical family. It is employed for controlling annual grasses and small-seeded broadleaf weeds in various crops such as soybeans, corn, and peanuts. Metolachlor works by inhibiting the germination of target weed seeds and disrupting the early growth stages of the plant, ultimately leading to its death. However, it is classified as a restricted use pesticide due to its potential environmental and human health risks, and has been the subject of controversy and regulatory scrutiny.

Uses

Used in Agriculture:
Metolachlor is used as a herbicide for the control of annual grasses and small-seeded broadleaf weeds in various crops such as soybeans, corn, and peanuts. It is effective in inhibiting the germination of target weed seeds and disrupting the early growth stages of the plant, ultimately leading to its death. This helps to protect the crops and increase their yield.
Used in Regulatory Scrutiny:
Metolachlor has been the subject of controversy and regulatory scrutiny due to its potential impact on human health and the environment. As a restricted use pesticide, it is important to ensure that it is used responsibly and in accordance with regulations to minimize any potential risks.
Used in Environmental Protection:
Due to its potential environmental and human health risks, metolachlor is used with caution and under strict guidelines to protect the environment. Efforts are made to minimize its impact on non-target organisms and ecosystems, and to promote sustainable agricultural practices.

Upstream product

• 75-65-0 tert-butyl alcohol 
• 55289-06-0 3-methoxy-2-methylbenzoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 19500-02-8 2-methyl-3-methoxyaniline 

Downstream Products

• 19500-02-8 2-methyl-3-methoxyaniline 
• 1045866-39-4 3-methoxy-2-methylaniline trifluoroacetate 
• 164083-26-5 1-(2-(tert-butoxycarbonylamino)-6-methoxyphenyl)-2-propanone 
• 172733-40-3 1-[2-(tert-butoxycarbonylamino)-6-methoxyphenyl]-2-pentanone 
• 164083-57-2 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole-3-acetamide 
• 1027853-40-2 [1-(3-Chloro-benzyl)-2-ethyl-4-methoxy-1H-indol-3-yl]-oxo-acetyl chloride 
• 164082-83-1 2-ethyl-4-methoxy-1-(phenylmethyl)-1H-indole-3-acetamide 
• 164082-86-4 1-[(3-chlorophenyl)methyl]-2-ethyl-4-methoxy-1H-indole 
• 164082-80-8 1-benzyl-2-ethyl-4-methoxy-1H-indole 
• 164082-79-5 2-Ethyl-4-methoxy-1H-indole 
• 164083-55-0 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole-3-acetic acid ethyl ester 
• 164083-56-1 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole-3-acetic acid hydrazide 
• 185063-93-8 [1-(3-Chloro-benzyl)-4-methoxy-2-methyl-1H-indol-3-yl]-acetic acid ethyl ester 
• 185063-74-5 [1-(3-Chloro-benzyl)-4-methoxy-2-methyl-1H-indol-3-yl]-acetic acid hydrazide 

Relevant articles and documents

Structure-activity relationship study on a novel series of cyclopentane-containing macrocyclic inhibitors of the hepatitis C virus NS3/4A protease leading to the discovery of TMC435350

SAR analysis performed with a limited set of cyclopentane-containing macrocycles led to the identification of N-[17-[2-(4-isopropylthiazole-2-yl)-7-methoxy-8-methylquinolin-4-yloxy]- 13-methyl-2,14-dioxo-3,13-diazatricyclo [13.3.0.04,6]octadec-7-ene-4-carbonyl](cyclopropyl)sulfonamid e (TMC435350, 32c) as a potent inhibitor of HCV NS3/4A protease (Ki = 0.36 nM) and viral replication (replicon EC50 = 7.8 nM). TMC435350 also displayed low in vitro clearance and high permeability, which were confirmed by in vivo pharmacokinetic studies. TMC435350 is currently being evaluated in the clinics.

HCV INHIBITING MACROCYCLIC PHOSPHONATES AND AMIDOPHOSPHATES

Inhibitors of HCV replication of Formula (I) the /V-oxides, salts, and stcreochcmically isomeric forms thereof; pharmaceutical compositions containing compounds (1) and processes for preparin compounds (I). The side chain R2 is an amidophosphate or a phosphonate group and X, R1, R3, E and n are as defined in the application.

MACROCYLIC INHIBITORS OF HEPATITIS C VIRUS

Inhibitors of HCV of formula (I), and the N-oxides, salts, and stereochemically isomeric forms thereof, wherein R1 is aryl or a saturated, a partially unsaturated or completely unsaturated 5 or 6 membered monocyclic or 8 to 12 membered bicyclic heterocyclic ring system containing one nitrogen, and optionally one to three oxygen, sulfur or nitrogen, wherein said ring system may be optionally substituted; L is a direct bond, -O-. -O-C1-4alkanediyl-, -O-CO-, -O-C(=O)-NR5a- or -O-C(=O)-NR5a-C1-4alkanediyl-; R2 is hydrogen, -OR6, -C(O)OR6, -C(=O)R7, -C(=O)NR5aR5b, -C(=O)NHR5c, -NR5aR5b, -NHR5c, -NHSOpNR5aR5b, -NR5aSOpR8, or -B(OR6)2; R3 and R4 are hydrogen or C1-6alkyl; or R3 and R4 taken together may form a C3-7cycloalkyl ring; n is 3, 4, 5, or 6; p is 1 or 2; aryl is phenyl, naphthyl, indanyl, or 1,2,3,4-tetrahydronaphthyl, each of which may be optionally substituted Het is a 5 or 6 membered saturated, partially unsaturated or completely unsaturated heterocyclic ring containing 1 to 4 heteroatoms each independently selected from nitrogen, oxygen and sulfur, being optionally condensed with a benzene ring, and wherein the group Het as a whole may be optionally substituted ; pharmaceutical compositions containing compounds (I) and processes for preparing compounds (I). Bioavailable combinations of the inhibitors of HCV of formula (I) with ritonavir are also provided.