39552-81-3

Basic information

• Product Name: 1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE
• Synonyms: METHYL P-AMINOPHENYLACETATE;METHYL-(4-AMINOPHENYL)ACETATE;1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE;1-(CHLOROMETHYL)-3,5-BIS(METHYLSULPHONYL)BENZENE;4-Aminophenylacetic acid methyl ester, 4-[(Methoxycarbonyl)methyl]aniline;Benzeneacetic acid, 4-amino-, methyl ester;p-(Methoxycarbonylmethyl)aniline;4-Aminophenylacetic acid methyl ester
• CAS NO: 39552-81-3
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• Product Categories: Aromatic Esters
• Mol File: 39552-81-3.mol
• Article Data: 30

Chemical Properties

• Melting Point: 197-200°C
• Boiling Point: 96-100/0.07mm
• Flash Point: 136.9 °C
• Appearance: /
• Density: 1.143 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 4.36±0.10(Predicted)
• CAS DataBase Reference: 1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE(39552-81-3)
• EPA Substance Registry System: 1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE(39552-81-3)

Safety Data

• Hazard Codes: Xi
• Statements: 43-52
• Safety Statements: 36-37
• HazardClass: IRRITANT
• Hazardous Substances Data: 39552-81-3(Hazardous Substances Data)

Usage

General Description

1-(Chloromethyl)-3,5-bis(methylsulfonyl)benzene is a compound that consists of a benzene ring with a chloromethyl group (CH3Cl) attached at the 1-position and two methylsulfonyl groups (CH3SO2) attached at the 3- and 5-positions. This chemical is used in a variety of industries, including pharmaceuticals, agrochemicals, and dyes. It is primarily used as an intermediate in the synthesis of other organic compounds, and it can also be used as a solvent or a reagent in chemical reactions. Additionally, it has applications in the production of polymers and as a starting material for the synthesis of various functional materials.

Upstream product

• 67-56-1 methanol 
• 3544-25-0 p-aminophenylacetonitrile 
• 555-21-5 4-Nitrophenylacetonitrile 
• 140-29-4 phenylacetonitrile 
• 83528-16-9 methyl 2-(4-aminophenyl)acetate hydrochloride 
• 1197-55-3 4-aminophenylacetic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 928708-00-3 methyl [4-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]acetate 
• 104-03-0 4-nitrobenzeneacetic acid 
• 2945-08-6 methyl (4-nitrophenyl)acetate 

Downstream Products

• 109226-93-9 methyl 4-<2H-1,4-benzoxazin-3-yl>aminophenylacetate 
• 928763-60-4 2-(4-methoxycarbonylmethyl-phenylamino)-benzoic acid 
• 952190-38-4 (ClCH₂)2NC₆H₄CH₂CO₂CH₃ 
• 109227-05-6 methyl 4-<7-nitro-2H-1,4-benzoxazin-3-yl>-p-chlorobenzoylaminophenylacetate 
• 109227-04-5 methyl 4-<6-nitro-2H-1,4-benzoxazin-3-yl>-p-chlorobenzoylaminophenylacetate 
• 252752-46-8 methyl 2-(4-hydrazinylphenyl)acetate hydrochloride 
• 1019657-11-4 {4-hydroxy-3-[(4-methoxycarbonylmethylphenylamino)methyl]phenyl}acetic acid methyl ester 
• 1019657-14-7 (2-hydroxy-5-methoxycarbonylmethylphenyl)-(4-methoxycarbonylmethylphenylamino)acetic acid ethyl ester 
• 1151934-77-8 methyl 4-(3-adamantan-1-ylureido)benzeneacetate 
• 1295538-68-9 C₁₈H₂₀N₂O₄ 
• 1295538-71-4 C₁₈H₁₇NO₃ 
• 17859-70-0 N-4-<<(benzyloxy)carbonyl>amino>phenylacetic acid 
• 928708-00-3 methyl [4-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]acetate 
• 2945-08-6 methyl (4-nitrophenyl)acetate 

Relevant articles and documents

Coordination chemistry of flexible benzene-1,3,5-tricarboxamide derived carboxylates; Notable structural resilience and vaguely familiar packing motifs

Flexible benzene-1,3,5-tricarboxamides (BTAs), organic species well-known for their tendencies to form functional soft-materials by virtue of their complementary hydrogen bonding, are explored as structurally reinforcing supramolecular building blocks in

Iversatile bung intermediate II and synthetic method thereof

The invention relates to the field of pharmaceutical chemistry synthesis, and in particular relates to an immortal plug intermediate II and a synthesis method thereof. The synthesis method comprises the following steps of 4 - aminobenzene acetic acid and

2-Arylamino-6-ethynylpurines are cysteine-targeting irreversible inhibitors of Nek2 kinase

Renewed interest in covalent inhibitors of enzymes implicated in disease states has afforded several agents targeted at protein kinases of relevance to cancers. We now report the design, synthesis and biological evaluation of 6-ethynylpurines that act as covalent inhibitors of Nek2 by capturing a cysteine residue (Cys22) close to the catalytic domain of this protein kinase. Examination of the crystal structure of the non-covalent inhibitor 3-((6-cyclohexylmethoxy-7H-purin-2-yl)amino)benzamide in complex with Nek2 indicated that replacing the alkoxy with an ethynyl group places the terminus of the alkyne close to Cys22 and in a position compatible with the stereoelectronic requirements of a Michael addition. A series of 6-ethynylpurines was prepared and a structure activity relationship (SAR) established for inhibition of Nek2. 6-Ethynyl-N-phenyl-7H-purin-2-amine [IC50 0.15 μM (Nek2)] and 4-((6-ethynyl-7H-purin-2-yl)amino)benzenesulfonamide (IC50 0.14 μM) were selected for determination of the mode of inhibition of Nek2, which was shown to be time-dependent, not reversed by addition of ATP and negated by site directed mutagenesis of Cys22 to alanine. Replacement of the ethynyl group by ethyl or cyano abrogated activity. Variation of substituents on the N-phenyl moiety for 6-ethynylpurines gave further SAR data for Nek2 inhibition. The data showed little correlation of activity with the nature of the substituent, indicating that after sufficient initial competitive binding to Nek2 subsequent covalent modification of Cys22 occurs in all cases. A typical activity profile was that for 2-(3-((6-ethynyl-9H-purin-2-yl)amino)phenyl)acetamide [IC50 0.06 μM (Nek2); GI50 (SKBR3) 2.2 μM] which exhibited >5-10-fold selectivity for Nek2 over other kinases; it also showed > 50% growth inhibition at 10 μM concentration against selected breast and leukaemia cell lines. X-ray crystallographic analysis confirmed that binding of the compound to the Nek2 ATP-binding site resulted in covalent modification of Cys22. Further studies confirmed that 2-(3-((6-ethynyl-9H-purin-2-yl)amino)phenyl)acetamide has the attributes of a drug-like compound with good aqueous solubility, no inhibition of hERG at 25 μM and a good stability profile in human liver microsomes. It is concluded that 6-ethynylpurines are promising agents for cancer treatment by virtue of their selective inhibition of Nek2. This journal is

Preparation method of methyl p-aminophenylacetate

An embodiment of the invention provides a preparation method of methyl p-aminophenylacetate and relates to the field of chemical synthesis. According to the preparation method, benzyl cyanide is adopted as a starting material and subjected to nitration, hydrolysis, esterification, reduction and other steps in sequence, and methyl p-aminophenylacetate is obtained with high yield. The preparation method adopts a reasonable route, is simple to operate, does not have quite high requirement for equipment and is suitable for large-scale industrial production, and the raw material is widely sourced.