Category: 36335-47-4

Florvall, Lennart published the artcilePotential neuroleptic agents. 2. Synthesis and dopamine blocking activity of some new 2,6-dimethoxybenzamide derivatives, COA of Formula: C9H9ClO4, the publication is Acta Pharmaceutica Suecica (1983), 20(5), 365-70, database is CAplus and MEDLINE.

A series of 14 novel 2,6-dimethoxybenzamides related to the parent drug (S)-(-)-3-bromo-2,6-dimethoxy-[(1-ethyl-2-pyrrolidinyl)methyl]benzamide, were synthesized by chlorination and amination of the corresponding dimethoxybenzaldehydes, and were evaluated for the ability to block the apomorphine syndrome in rats. Four of the compounds, dimethoxybenzamides I (R = R¹ = Cl, Br; R = Br, R¹ = H) and II, were potent but the activity was lower than that of the parent compound None of the new amides showed any notable separation between apomorphine-induced hyperactivity and stereotypes.

Acta Pharmaceutica Suecica published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, COA of Formula: C9H9ClO4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Florvall, Lennart published the artcilePotential neuroleptic agents. 2,6-Dialkoxybenzamide derivatives with potent dopamine receptor blocking activities, Category: chlorides-buliding-blocks, the publication is Journal of Medicinal Chemistry (1982), 25(11), 1280-6, database is CAplus and MEDLINE.

Nineteen novel N-(2-pyrrolidinylmethyl)benzamides I (R = OMe, OEt, OCHMe₂, or Cl; R¹ and R² = H, Br, or Cl; R³ and R⁴ = H or Et) were synthesized and tested for dopamine receptor blockade in vivo by their ability to block the apomorphine syndrome in the rat. Several compounds were more potent than sulpiride as dopamine receptor blockers and displayed low liability to induce extrapyramidal side effects (catalepsy) in the rat. The blockade of dopamine receptor activity in vivo was mainly confined to the levorotatory isomers having the S absolute configuration. Structure-activity relationships are discussed.

Journal of Medicinal Chemistry published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gorst-Allman, Charles P. published the artcileSynthetic approaches to the austocystins, mycotoxins from Aspergillus ustus. Part I, Name: 3-Chloro-2,6-dimethoxybenzoic acid, the publication is South African Journal of Chemistry (1978), 31(4), 143-8, database is CAplus.

Two approaches to the synthesis of ustocystin A (I) were investigated. 2,6-(MeO)₂C₆H₃CO₂H was converted into the 3-Cl derivative (II) by chlorination with SO₂Cl₂. The acid chloride of II was treated with 2,4,6-(MeO)₃C₆H₂Li to give III (R = Me), which was selectively demethylated to give III (R = H; IV). Alk. condensation of IV gave 2 xanthoses V [R = H, R¹ = Cl; R = Cl, R¹ = H (VI)] in a 12:1 ratio. VI was the desired xanthone for I preparation The focal point of the second approach was the use of a 4-methylcoumarin as a masked dehydrofurobenzofuran. VII was necessary for this approach but its isomer VIII (R = Me) was obtained. The x-ray structure of VIII (R = H) was determined

South African Journal of Chemistry published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Name: 3-Chloro-2,6-dimethoxybenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Doyle, F. P. published the artcileDerivatives of 6-aminopenicillanic acid. V. Analogs of 2,6-dimethoxyphenylpenicillin with enhanced stability towards acids, Application of 3-Chloro-2,6-dimethoxybenzoic acid, the publication is Journal of the Chemical Society (1963), 497-506, database is CAplus.

Various derivatives of 2,6-dimethoxybenzoic acid containing electron-attracting substituents elsewhere in the ring have been synthesized. Analogs in which one or both of the methoxy groups have been replaced by other substituents have also been prepared Reaction of the acid chlorides with 6-aminopenicillanic acid gave penicillins which were less readily inactivated by acid than 2,6-dimethoxyphenylpenicillin. The stability at low pH increased with increasing strength of the side-chain acids.

Journal of the Chemical Society published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Application of 3-Chloro-2,6-dimethoxybenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Harada, Hiroshi published the artcileDevelopment of potent serotonin-3 (5-HT₃) receptor antagonists. I. Structure-activity relationships of 2-alkoxy-4-amino-5-chlorobenzamide derivatives, Related Products of chlorides-buliding-blocks, the publication is Chemical & Pharmaceutical Bulletin (1995), 43(8), 1364-78, database is CAplus and MEDLINE.

A new series of 2-alkoxy-4-amino-5-chlorobenzamide derivatives bearing five- to seven-membered heteroalicyclic rings in the amine moiety was synthesized and evaluated for serotonin-3 (5-HT₃) receptor antagonistic activity by assaying the ability to antagonize the von Bezold-Jarisch reflex in rats. The five- to seven-membered heterocycles comprise pyrrolidine, morpholine, 1,4-thiazine, piperidine, piperazine, 1,4-oxazepine, 1,4-thiazepine, azepine, and 1,4-diazepine rings. Among them, some benzamide derivatives having a 1,4-diazepine ring showed a potent 5-HT₃ receptor antagonistic activity. In particular, 4-amino-5-chloro-N-(1,4-dimethylhexahydro-1H-1,4-diazepin-6-yl)-2-ethoxybenzamide and the 1-benzyl-4-methylhexahydro-1H-1,4-diazepine analog showed potent 5-HT₃ receptor antagonist activity without 5-HT₄ receptor binding affinity.

Chemical & Pharmaceutical Bulletin published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Cuyegkeng, Maria Assunta published the artcileChromatographic separation of enantiomers and barriers to enantiomerization of axially chiral aromatic carboxamides, Synthetic Route of 36335-47-4, the publication is Chemische Berichte (1987), 120(5), 803-9, database is CAplus.

The enantiomers (M) and (P) of a series of similar aromatic carboxamides were for the first time examined anal. and enriched preparatively by liquid chromatog. on triacetylcellulose. Enantiomeric purities (7-99%), sp. rotations, and barriers to rotation about the C(sp²)-C(sp²) bond (87-120 kJ/mol) were determined These energies were discussed in terms of the size of ortho substituents and of the buttressing effects by meta substituents.

Chemische Berichte published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Synthetic Route of 36335-47-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ma, Zhuang published the artcileTungstate-Catalyzed Biomimetic Oxidative Halogenation of (Hetero)Arene under Mild Condition, Computed Properties of 36335-47-4, the publication is iScience (2020), 23(5), 101072, database is CAplus and MEDLINE.

A biomimetic approach for halogenation (Br, Cl, I) of (hetero)arene catalyzed by tungstate under mild pH in a cost-efficient and environment- and operation-friendly manner was reported. Broad substrates diverse functional group tolerance and good chemo- and regioselectivities were observed, even in late-stage halogenation of complex mols. Moreover, this approach was scaled up to over 100 g without time-consuming and costly column purification Several drugs and key precursors for drugs bearing aryl halides (Br, Cl, I) was conveniently prepared based on this approach.

iScience published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Computed Properties of 36335-47-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Song, Song published the artcileDMSO-catalysed late-stage chlorination of (hetero)arenes, Recommanded Product: 3-Chloro-2,6-dimethoxybenzoic acid, the publication is Nature Catalysis (2020), 3(2), 107-115, database is CAplus.

A highly efficient aromatic chlorination of arenes such as 1-methyl-indazole, imidazo[1,2-a]pyrazine, phenylthiophene, anthracene, etc. that is catalyzed by DMSO with N-chlorosuccinimide as the chloro source is reported. The mild conditions, easy-availability and stability of the catalyst and reagents, as well as good functional-group tolerance, showed the approach to be a versatile protocol for the late-stage aromatic chlorination of complex natural products, e.g., papaverine, drugs, e.g., diclofenac and peptides, e.g., I. The multi-gram experiment and low-cost of N-chlorosuccinimide and DMSO show great potential for drug discovery and development in industrial applications.

Nature Catalysis published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C19H14O2, Recommanded Product: 3-Chloro-2,6-dimethoxybenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Karimi, Farhad published the artcilePalladium-mediated carboxylation of aryl halides (triflates) or benzyl halides using [¹³C]/[¹¹C]carbon monoxide with tetramethylammonium hydroxide or trimethylphenylammonium hydroxide, Safety of 3-Chloro-2,6-dimethoxybenzoic acid, the publication is Journal of the Chemical Society, Perkin Transactions 1 (2002), 2256-2259, database is CAplus.

[Carbonyl-¹¹C]carboxylic acids were synthesized using palladium-mediated reaction of [¹¹C]carbon monoxide with aryl halides/triflates and benzyl halides in combination with either tetramethylammonium hydroxide or trimethylphenylammonium hydroxide. The radiochem. yields were in the range 20-85%. In a typical experiment starting with 2.1 GBq[¹¹C]carbon monoxide, 0.6 GBq of HPLC-purified 1-[carbonyl-¹¹C]naphthoic acid was obtained within 25 min of the start of the carbonylation reaction (67% decay-corrected radiochem. yield). The specific radioactivity of [carbonyl-¹¹C]nicotinic acid was in the order of 750 GBq μmol^-1 using 10.0 μAh bombardment. [Carbonyl-¹³C]nicotinic acid was synthesized to verify the position of the labeling (δ 166.1) determined by ¹³C NMR.

Journal of the Chemical Society, Perkin Transactions 1 published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Safety of 3-Chloro-2,6-dimethoxybenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Cartwright, N. J. published the artcileSynthesis of γ-resorcylic acid (2,6-dihydroxybenzoic acid), HPLC of Formula: 36335-47-4, the publication is Journal of the Chemical Society (1952), 3499-502, database is CAplus.

Details are given of the preparation of 2,6-(MeO)₂C₆H₃CO₂H (I) in 14.8% yield from m-C₆H₄(NO₂)₂, 125 g. I and 400 g. AlCl₃ in 3.5 l. C₆H₆, refluxed 2 hrs., give 95-8% 2,6-(HO)₂C₆H₃CO₂H (II), m. 160-3° (decomposition); some decarboxylation occurs in boiling PhMe and, to a smaller extent, in boiling H₂O. 2,6-(HO)₂C₆H₃Ac (III) (133 g.) with Me₂SO₄ and aqueous NaOH gives 127 g. 2,6-(MeO)₂C₆H₃Ac (IV); 100 g. III with MeI and K₂CO₃ in Me₂CO (refluxed 12 hrs.) gives 95 g. IV. Oxidation of IV with Na-OCl at 85° (1.5 hrs.) gives 97% I; if the excess NaOCl is not removed before acidification, there results some 3-chloro-2,6-dimethoxybenzoic acid (V), m. 132°; 2 g. V and AlCl₃ in C₆H₆, refluxed 4 hrs., give 1.65 g. 3-chloro-2,6-dihydroxybenzoic acid, m. 193°, blue color with FeCl₃. 2,6-(HO)₂C₆H₃Me (50 g.) in NaOH, treated with Me₂SO₄ and heated 2 hrs. on the water bath, gives 57 g. 2,6-(MeO)₂C₆H₃Me; oxidation with KMnO₄ (1 hr. at 80°) gives 73% I. The preparation of II in 51% yield from 1.58 g. resorcinol bis(tetrahydro-2-pyranyl) ether and BuLi by the method of Parham and Anderson (C.A. 43, 2203h) is reported.

Journal of the Chemical Society published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, HPLC of Formula: 36335-47-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics