Tag: M.W=150-200

Ohya, K. published the artcileThin-layer chromatography of methyl N-trimethyl-γ-aminobutyrate chloride and related compounds, Application of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Journal of Chromatography (1974), 90(1), 230-2, database is CAplus.

The best separation of trimethylaminobutyrate derivatives[Me3N+(CH2)3CO2RCl-] came when a plate was heated for 1 hr at 120°. Sharp spots free from tailing were found in the solvent system EtOAc-HCO2H-water. Increasing the HCO2H concentration gave higher Rf values, but did not improve separation The Rst values were applied using crystal violet as the standard and the results were better in terms of reproducibility.

Journal of Chromatography published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Application of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride.

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

Zawadowski, Teodor published the artcileSynthesis of the 2-[4-hydroxy-7-methyl-5-oxo-5H-furo[3,2-g][1]benzopyran-9-yloxy]acetic and -propionic acid derivatives with expected activity on the circulatory system, Safety of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Acta Poloniae Pharmaceutica (1989), 46(4), 305-12, database is CAplus and MEDLINE.

Etherification of 4,9-didemethylkhellin (I) with ClCH₂CO₂Et and MeCHClCO₂Et in Me₂CO containing K₂CO₃ gave the furobenzopyranyloxyacetic acid derivatives II (R = H, R² = OEt, R¹ = H, Me, resp.), subsequently hydrolyzed with H₂SO₄ to the corresponding II (R² = OH, III). II (R = H, R² = OR³; R¹ = H, Me, R³ = 2-(1-piperidinyl)ethyl and 2-(4-morpholinyl)ethyl; R¹ = Me, R³ = Me₂NCH₂CHMe) were prepared in the reaction of III with appropriate R³Cl.HCl in a MeOH-Me₂CHOH solution of NaOH. II (R = R¹ = H, R² = NH₂, 2-pyridylamino, IV) were prepared by direct etherification of I with the corresponding ClCH₂COR²; further reaction with MeI gave II (R = Me, R¹ = H, R² = 2-pyridylamino), and with 2-chloroacetylaminopyridine, the ethers V (R¹ = H, R⁴ = H₂NCO and 2-pyridylcarbamoyl). In a similar reaction, 4-demethylkhellin gave V (R¹ = R⁴ = H). IV was comparable with propranolol in antiarrhythmic activity and effect on heart bioelec. action with LD₅₀ as low as 250 mg/kg i.v.

Acta Poloniae Pharmaceutica published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C6H8O6, Safety of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

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

Birgul, Kaan published the artcileSynthesis and molecular modeling of MetAP2 of thiosemicarbazides, 1,2,4-triazoles, thioethers derived from (S)-Naproxen as possible breast cancer agents, Recommanded Product: 3-Chlorobenzylchloride, the publication is Journal of Molecular Structure (2022), 132739, database is CAplus.

New thiosemicarbazides, 1,2,4-triazoles and thioethers I (R¹ = Ph, 4-FC₆H₄, Bn, etc.; R² = Bn, 3-FC₆H₄CH₂, 4-MeOC₆H₄CH₂, etc.) from derived (S)-Naproxen were synthesized in this study. The mol. binding of the compounds on MetAP-2 was performed. Anticancer effects of the synthesized compounds were studied by using MTT assay method on MCF-7 (includes estrogen and progesterone receptors) and MDA-MB-231 (lacks estrogen and progesterone receptors) adenocarcinoma cell lines at 0, 10, 25, 50, 75 and 100μM concentrations for 24 h. The IC₅₀ values of novel (S)-Naproxen derivatives were determined between from 5 to 100μM on MCF-7 breast cancer cell line and MDA-MB-231 cell lines. The apoptotic activity of selected compounds I (R¹ = 4-ClC₆H₄; R² = 3-FC₆H₄CH₂) and I (R¹ = Ph; R² = 4-MeC₆H₄CH₂) were first analyzed by Annexin V staining using Tali Image-Based Cytometer. Mitochondrial membrane potential changes determined in fluorescence plate reader following JC-1 stain for compounds I (R¹ = 4-ClC₆H₄; R² = 3-FC₆H₄CH₂) and I (R¹ = Ph; R² = 4-MeC₆H₄CH₂) in MCF-7 and MDA-MB-231 cells. The effect of these compounds on the cell viability 4T1 mouse mammary tumor cell line was tested at 1 to 5 times of calculated IC₅₀ value (IC₅₀x1, IC₅₀x2, IC₅₀x3, IC₅₀x4, and IC₅₀x5). Next in order to determine the toxicity of the combination of compound I (R¹ = Bn; R² = 3-FC₆H₄CH₂) and Docetaxel, WST-1 cell viability and proliferation assay was performed with 4T1.

Journal of Molecular Structure published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C7H6Cl2, Recommanded Product: 3-Chlorobenzylchloride.

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

Takahashi, Hidehiko published the artcileRelation between pharmacological actions on the mammalian ileum and chemical structure of γ-aminobutyric acid (GABA), Computed Properties of 6249-56-5, the publication is Japan J. Physiol. (1961), 229-37, database is CAplus.

The effects of GABA, its derivatives and related compounds on the isolated ileum of the guinea-pig, rabbit, and cat were investigated. GABA caused sustained tone-increasing, or relaxing or transient tone-increasing one followed by relaxation, whereas other ω-amino-acids, such as glycine, δ-aminovaleric acid, and ε-aminocaproic acid had no effect; β-alanine (10^-2M) sometimes produced a slight relaxation. α-Aminobutyric acid and β-aminoisobutyric acid had no effect. 4-Aminobutanol and N-methyl-4-aminobutanol at very high concentrations had a slight stimulant action, although BuOH had none. N-Substitution by Ac, Ph, Bu, or M group reduced the relaxing activity of GABA. Methyl esterification of GABA increased its stimulant activity, but these stimulant effects were antagonized by atropine. As the chem. structure of GABA became more like that of acetylcholine (Ach) its stimulant activity increased; however, even N,N,N-trimethyl-GABA methyl ester, the strongest methyl ester stimulant, was far weaker than Ach. N-Ethylation and N-butylation lessened the stimulant effect of GABA methyl ester and N-phenylation reversed it to a relaxing effect. N-Methyl-GABA ethyl ester had less stimulant effect than N-methyl-GABA methyl ester. N-Methyl-GABA butyl ester and N-methyl-GABA benzyl ester had a marked relaxing effect. N-Methyl-GABA ethyl ester had a weak relaxing action in lower concentrations but a stimulant effect in higher concentrations On the contrary, N-methyl-GABA butyl ester had a weak stimulant effect in lower concentration, but a strong relaxing one in higher concentrations The effects of the β-hydroxy derivative of GABA (GABOB) and its Me ester were similar to that of GABA and its methyl ester but were weaker. Nicotinic acid, isonicotinic acid, and their methyl esters produced a slight relaxation. The rabbit ileum and cat ileum responded in similar manner, but were less sensitive than the guinea-pig ileum.

Japan J. Physiol. published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C23H43NP2, Computed Properties of 6249-56-5.

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

Fukunaga, Kenji published the artcile2-(2-Phenylmorpholin-4-yl)pyrimidin-4(3H)-ones; A new class of potent, selective and orally active glycogen synthase kinase-3β inhibitors, HPLC of Formula: 6313-54-8, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(24), 6933-6937, database is CAplus and MEDLINE.

A series of 2-(2-phenylmorpholin-4-yl)pyrimidin-4(3H)-ones was synthesized and examined for their inhibitory activity against glycogen synthase kinase-3β (GSK-3β). We found compounds I (R = 4-F (II), 2,6-di-OMe, 2-F-6-Cl) to possess potent in vitro GSK-3β inhibitory activity with good in vitro PK profiles. Compound II demonstrated significant decrease of tau phosphorylation after oral administration in mice and excellent PK profiles.

Bioorganic & Medicinal Chemistry Letters published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, HPLC of Formula: 6313-54-8.

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

Imanishi, Masashi published the artcileDiscovery of a Novel Series of Biphenyl Benzoic Acid Derivatives as Potent and Selective Human β₃-Adrenergic Receptor Agonists with Good Oral Bioavailability. Part I, Category: chlorides-buliding-blocks, the publication is Journal of Medicinal Chemistry (2008), 51(6), 1925-1944, database is CAplus and MEDLINE.

A novel class of biphenyl analogs containing a benzoic acid moiety based on lead compound I have been identified as potent and selective human β₃ adrenergic receptor (β₃-AR) agonists with good oral bioavailability and long plasma half-life. After further substituent effects were investigated at the terminal Ph ring of lead compound I, it has been discovered that more lipophilic substitution at the R position improved potency and selectivity. As a result of these studies, II and III were identified as the leading candidates with the best balance of potency, selectivity, and pharmacokinetic profiles. In addition, compounds II and III were evaluated to be efficacious for a carbachol-induced increase of intravesical pressure, such as an overactive bladder model in anesthetized dogs. This represents the first demonstrated result dealing with β₃-AR agonists.

Journal of Medicinal Chemistry published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Category: chlorides-buliding-blocks.

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

Lu, Guo-Liang published the artcileSynthesis and structure-activity relationships for tetrahydroisoquinoline-based inhibitors of Mycobacterium tuberculosis, Computed Properties of 209919-30-2, the publication is Bioorganic & Medicinal Chemistry (2020), 28(22), 115784, database is CAplus and MEDLINE.

A series of 5,8-disubstituted tetrahydroisoquinolines e.g., 2-((5-(4-chlorophenyl)pyridin-2-yl)methyl)-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydroisoquinoline were shown to be effective inhibitors of M. tb in culture and modest inhibitors of M. tb ATP synthase. There was a broad general trend of improved potency with higher lipophilicity. Large substituents (e.g., Bn) at the tetrahydroquinoline 5-position were well-tolerated, while N-methylpiperazine was the preferred 8-substituent. Structure-activity relationships for 7-linked side chains showed that the nature of the 7-linking group was important; -CO- and -COCH₂– linkers were less effective than -CH₂– or -CONH- ones. This suggests that the positioning of a terminal aromatic ring is important for target binding. Selected compounds showed much faster rates of microsomal clearance than the clin. ATP synthase inhibitor bedaquiline, and modest inhibition of mycobacterial ATP synthase.

Bioorganic & Medicinal Chemistry published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Computed Properties of 209919-30-2.

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

Aghcheli, Ayoub published the artcileDesign, synthesis, and biological evaluation of 1-(5-(benzylthio)-1,3,4-thiadiazol-2-yl)-3-phenylurea derivatives as anticancer agents, Recommanded Product: 3-Chlorobenzylchloride, the publication is Medicinal Chemistry Research, database is CAplus.

Abstract: A novel series of 1-(5-(benzylthio)-1,3,4-thiadiazol-2-yl)-3-phenylurea derivatives (5a-l) were designed and synthesized as sorafenib analogs. The in vitro cytotoxicity effects of synthesized compounds were evaluated against four different human cancer cells including MCF-7, HepG2, A549, and HeLa cell lines. The biol. results showed that most of the compounds significantly prevented the proliferation of tested cancer cells. In particular, 2-F, 4-Cl, and 2,6-diF substituted derivatives (5d, 5g, and 5k) showed promising activities, especially against Hela cancer cells (IC₅₀ = 0.37, 0.73 and 0.95 μM, resp.) which were significantly more potent than sorafenib as the reference drug (IC₅₀ = 7.91 μM). Flow cytometry anal. revealed that the prototype compounds (5d, 5g, and 5k) significantly induced apoptotic cell death in HeLa cancer cells and blocked the cell cycle at the sub-G1 phase. Moreover, in silico docking study confirmed the binding of the prototype compound to the active site of VEGFR-2.

Medicinal Chemistry Research published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C7H6Cl2, Recommanded Product: 3-Chlorobenzylchloride.

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

Ohmura, Toshimichi published the artcileCatalytic Functionalization of Methyl Group on Silicon: Iridium-Catalyzed C(sp³)-H Borylation of Methylchlorosilanes, Category: chlorides-buliding-blocks, the publication is Journal of the American Chemical Society (2012), 134(42), 17416-17419, database is CAplus and MEDLINE.

A Me group of methylchlorosilanes undergoes C-H borylation in an iridium-catalyzed reaction with bis(pinacolato)diboron in cyclohexane at 80°, giving (borylmethyl)chlorosilanes selectively. For example, reaction of Me₃SiCl with B₂(pin)₂ in the presence of [Ir(OMe)(COD)]₂ and 3,4,7,8-Me₄phen followed by addition of ⁱPrOH gives ⁱPrOSiMe₂CH₂B(pin) in 93% yield.

Journal of the American Chemical Society published new progress about 14799-94-1. 14799-94-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(hexyl)(methyl)silane, and the molecular formula is C7H16Cl2Si, Category: chlorides-buliding-blocks.

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

Khodade, Vinayak S. published the artcileDevelopment of S-Substituted Thioisothioureas as Efficient Hydropersulfide Precursors, Product Details of C7H7ClN2S, the publication is Journal of the American Chemical Society (2018), 140(50), 17333-17337, database is CAplus and MEDLINE.

Because of their inherent instability, hydropersulfides (RSSH) must be generated in situ using precursors, but very few physiol. useful RSSH precursors have been developed to date. In this work, we report the design, synthesis, and evaluation of novel S-substituted thioisothioureas as RSSH precursors. These water-soluble precursors show efficient and controllable release of RSSH under physiol. conditions.

Journal of the American Chemical Society published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Product Details of C7H7ClN2S.

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