6280-89-3

Usage

Chemical Properties

off-white powder

InChI:InChI=1/C8H7ClO3/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4H,1H3,(H,10,11)

Upstream product

• 13719-61-4 2-chloro-5-methoxybenzaldehyde 
• 56961-30-9 2-chloro-5-hydroxybenzoic acid 
• 77-78-1 dimethyl sulfate 
• 6705-03-9 2-Amino-5-methoxybenzoic acid 
• 3771-13-9 2-(bromomethyl)-1-chloro-4-methoxybenzene 
• 54810-63-8 methyl (2-chloro-5-methoxy)benzoate 
• 13334-71-9 1-chloro-4-methoxy-2-methylbenzene 
• 64-19-7 acetic acid 
• 6971-51-3 3-methoxybenzyl alcohol 
• 852623-17-7 6-chloro-3-methoxy-2-(trimethylsilyl)benzoic acid 
• 852623-12-2 3-methoxy-2-(trimethylsilyl)benzoic acid 
• 586-38-9 3-Methoxybenzoic acid 
• 6335-41-7 2-hydroxyimino-N-(4-methoxyphenyl)acetamide 
• 20265-97-8 p-anisidine hydrochloride 

Downstream Products

• 855949-27-8 5-methoxy-2-(6-methoxy-[3]pyridylamino)-benzoic acid 
• 86456-23-7 2-(5-chloro-2-methylphenoxy)-5-methoxybenzoic acid 
• 577973-42-3 5-methoxy-2-phenoxybenzoic acid 
• 2612-02-4 5-methoxysalicylic acid 
• 56961-30-9 2-chloro-5-hydroxybenzoic acid 
• 100191-61-5 2-chloro-5-methoxybenzoic acid chloride 
• 129168-51-0 5-methoxy-2-(4-methoxy-phenoxy)-benzoic acid 
• 89224-95-3 5-methoxy-2-(phenylamino)benzoic acid 
• 56980-12-2 2-(3-chloro-anilino)-5-methoxy-benzoic acid 
• 860530-54-7 5-methoxy-2-p-phenetidino-benzoic acid 
• 141991-17-5 2-(3',4'-methylenedioxyanilino)-5-methoxybenzoic acid 
• 54810-63-8 methyl (2-chloro-5-methoxy)benzoate 
• 120890-74-6 5-methoxy-N-benzylanthranilic acid 
• 891191-80-3 2-(2,3-dihydro-1,4-benzodioxin-6-yl)amino-5-methoxybenzoic acid 

Relevant academic research and scientific papers

Optimization of a Benzoylpiperidine Class Identifies a Highly Potent and Selective Reversible Monoacylglycerol Lipase (MAGL) Inhibitor

Monoacylglycerol lipase (MAGL) is the enzyme degrading the endocannabinoid 2-arachidonoylglycerol, and it is involved in several physiological and pathological processes. The therapeutic potential of MAGL is linked to several diseases, including cancer. The development of MAGL inhibitors has been greatly limited by the side effects associated with the prolonged MAGL inactivation. Importantly, it could be preferable to use reversible MAGL inhibitors in vivo, but nowadays only few reversible compounds have been developed. In the present study, structural optimization of a previously developed class of MAGL inhibitors led to the identification of compound 23, which proved to be a very potent reversible MAGL inhibitor (IC50 = 80 nM), selective for MAGL over the other main components of the endocannabinoid system, endowed of a promising antiproliferative activity in a series of cancer cell lines and able to block MAGL both in cell-based as well as in vivo assays.

POLYCYCLIC MOLECULAR COMPOUNDS

This invention relates to compounds of Formula (I), wherein A is a carboaromatic or heteroaromatic ring having one or more substituents; R6 Formula (A) is optionally substituted with one or more substituents; and n is 0, 1 or an integer greater than 1 and when n is 1 or greater the bond or bonds between the carbon atoms may be saturated or unsaturated, which bind the P2X7 receptor with high affinity. This invention also relates to methods for the diagnosis, treatment or monitoring of disorders in which the P2X7 receptor is implicated, in particular the diagnosis, treatment or monitoring of (the progression of) neuroinflammatory and neurodegenerative disorders in a subject.

Cubyl amides: Novel P2X7 receptor antagonists

Polycyclic amides 2 and 5-9 were successfully synthesised and their lipophilicity profiles were evaluated using reverse-phase HPLC. All synthesised compounds possessed P2X7R antagonistic properties when tested on rat spinal cord microglia cells. Extensive screening for binding to other neuroreceptor subtypes demonstrated their P2X7 selectivity.

First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation

(Chemical Equation Presented) New general methodology of value in aromatic chemistry based on ortho-metalation sites in o-, m-, and p-anisic acids (1-3) (Scheme 1) is described. The metalation can be selectively directed to either of the ortho positions by varying the base, metalation temperature, and exposure times. Metalation of o-anisic acid (1) with s-BuLi/TMEDA in THF at -78°C occurs exclusively in the position adjacente to the carboxylate. On the other hand, a reversal of regioselectivity is observed with n-BuLi/t-BuOK. With LTMP at 0°C, the two directors of m-anisic acid (2) function in concert to direct introduction of the metal between them while n-BuLi/t-BuOK removes preferentially the proton located ortho to the methoxy and para to the carboxylate (H-4). s-BuLi/TMEDA reacts with p-anisic acid (3) exclusively in the vicinity of the carboxylate. According to these methodologies, routes to very simple methoxybenzoic acids with a variety of functionalities that are not easily accessible by other means have been developed (Table 1).

Discovery of potent and selective adamantane-based small-molecule P2X 7 receptor antagonists/interleukin-1β inhibitors

A novel series of antagonists of the human P2X7 receptor is described. Modification of substituents enabled identification of compounds selective for the rat P2X7 receptor and provides useful pharmacological tools for evaluation of t

PYRIMIDINE COMPOUNDS AND METHODS OF USE

The invention provides pyrimidine compounds having formula (A): The pyrimidine compounds of the invention are capable of inhibiting kinases, such as members of the Src kinase family, and various other specific receptor and non-receptor kinases.

Modulators of serotonin receptors

The present invention provides modulators of serotonin receptors, pharmaceutical compositions containing such modulators and methods for treating various diseases, conditions and disorders associated with modulation of serotonin receptors such as, for exa

Toward a better understanding on the mechanism of ortholithiation. Tuning of selectivities in the metalation of meta-anisic acid by an appropriate choice of base

(Chemical Equation Presented) If employed in THF at 0°C, LTMP metalates meta-anisic acid at the doubly activated position. In contrast, n-BuLi/t-BuOK deprotonates position C-4 preferentially at low temperature. Functionalization at C-6 requires protection of the C-2 site beforehand. As a result of these findings, a new mechanism is proposed for the heteroatom-directed ortholithiation of aromatic compounds.

Diazinopyrimidines

The present invention provides a compound of the formula: or a pharmaceutically acceptable salt thereof, wherein R1, R2, R3, X1, X2, and Ar1 are as defined herein. The present invention als

A simple and highly practical oxidation of primary alcohols to acids mediated by 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO)

Primary alcohols were quantitatively oxidized in one-pot to acids via 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) mediated oxidation. The reported method is simple and suitable for large scale synthesis.