Tag: M.W=150-200

Mandal, Mihirbaran published the artcileOvercoming Time-Dependent Inhibition (TDI) of Cytochrome P450 3A4 (CYP3A4) Resulting from Bioactivation of a Fluoropyrimidine Moiety, Application In Synthesis of 871332-95-5, the publication is Journal of Medicinal Chemistry (2018), 61(23), 10700-10708, database is CAplus and MEDLINE.

Herein the authors describe structure-activity relationship (SAR) and metabolite identification (Met-ID) studies that provided insight into the origin of time-dependent inhibition (TDI) of cytochrome P 450 3A4 (CYP3A4) by compound I. Collectively, these efforts revealed that bioactivation of the fluoropyrimidine moiety of I led to reactive metabolite formation via oxidative defluorination and was responsible for the observed TDI. The authors discovered that substitution at both the 4- and 6-positions of the 5-fluoropyrimidine of I was necessary to ameliorate this TDI as exemplified by compound II.

Journal of Medicinal Chemistry published new progress about 871332-95-5. 871332-95-5 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is (4-Chloro-3-cyanophenyl)boronic acid, and the molecular formula is C7H5BClNO2, Application In Synthesis of 871332-95-5.

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

Anisimoviene, Nijole published the artcileIndole-3-acetic acid in chloroplasts: the possibilities of phytohormone fund formation, Computed Properties of 33697-81-3, the publication is Botanica Lithuanica (2007), 13(2), 85-91, database is CAplus.

The transfer of indole-3-acetic acid (IAA) between both IAA synthesizing compartments of the cell-cytoplasm and chloroplast (influx into chloroplasts from cytoplasm and efflux from chloroplasts into cytoplasm) was educed by employing model systems. From the obtained results the presumption on IAA interaction with proteins IAA-transporters another than pin-formed (PINs) or auxin permease (AUX1) in chloroplast membrane was formulated. The possibility of IAA metabolism occurring in this cell compartment was done. The possible role of IAA and auxin-binding proteins (ABPs) complexes formed in chloroplast was discussed.

Botanica Lithuanica 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, Computed Properties of 33697-81-3.

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

Yao, Yan published the artcileElectrochemical Synthesis of Quinazolinones by the Metal-Free and Acceptor-Free Dehydrogenation of 2-Aminobenzamides, Formula: C8H6ClF3, the publication is Synlett (2020), 31(18), 1795-1799, database is CAplus.

An efficient approach has been developed for the construction of quinazolin-4(3H)-ones by the selective anodic dehydrogenative oxidation/cyclization of benzylic chlorides and 2-aminobenzamides [e.g., 2-aminobenzamide + benzyl chloride → 2-phenylquinazolin-4(3H)-one I (80%) employing RVC as anode, Pt as cathode, Bu₄NBF₄ as electrolyte and MeCN as solvent in undivided cell at constant current of 10mA at 80°]. The method features acceptor-free and metal-free dehydrogenation of amines to imines; a subsequent intermol. addition provides the products in moderate to good yields.

Synlett published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C7H16ClNO2, Formula: C8H6ClF3.

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

Wadhawa, Gurumeet C. published the artcileOne-pot synthesis of 2-substituted-4-methylthiazole-5-carboxylates from ethyl acetoacetate and thiourea by using oxone and iodobenzene, HPLC of Formula: 3696-23-9, the publication is Materials Today: Proceedings (2022), 58(Part_2), 749-752, database is CAplus.

A present report expressed that oxone and iodobenzene reaction system was useful for the synthesis of several 2-substituted-4-methylthiazole-5-carboxylates I [R = H, Me, Ph, etc.] from com. available starting materials. Et acetoacetate and thiourea in an efficient way instead of the traditional two-step reaction was used for the synthesis of desired product. Advantages of this simple method contained greener and cleaner conditions, shorter reaction time and excellent yield of products. A simple one-pot protocol had been developed for the synthesis of 2-substituted-4-methylthiazole-5-carboxylates derivatives from readily available starting materials.

Materials Today: Proceedings 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 C14H23N, HPLC of Formula: 3696-23-9.

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

Haapaniemi, Esa published the artcile¹H and ¹³C{¹H} NMR spectral parameters of sulfur mustards, nitrogen mustards, and lewisites: Computing and Predicting of Reference Spectra for Chemical Identification, COA of Formula: C4H8Cl2S2, the publication is Magnetic Resonance in Chemistry (2012), 50(3), 196-207, database is CAplus and MEDLINE.

The ¹H and ¹³C{¹H} chem. shifts and ¹H spin-spin couplings of sulfur mustards, nitrogen mustards, and lewisites scheduled in the Chem. Weapons Convention, and those of bis(2-chloromethyl)disulfide, were determined in CDCl₃, CD₂Cl₂, and (CD₃)₂CO. Accurate parameters of this kind of series can be used for evaluating the current mol. modeling programs and the chem. shift and coupling constant prediction possibilities of the programs. Several prediction tests were made with com. programs, and the results are reported here. Copyright © 2012 John Wiley & Sons, Ltd.

Magnetic Resonance in Chemistry published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, COA of Formula: C4H8Cl2S2.

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

Khorsandi, Zahra published the artcileVisible light-driven direct synthesis of ketones from aldehydes via C-H bond activation using NiCu nanoparticles adorned on carbon nano onions, Recommanded Product: (3-Chloro-5-cyanophenyl)boronic acid, the publication is Molecular Catalysis (2021), 111987, database is CAplus.

An efficient, straightforward and high yield synthetic approach is described for the direct synthesis of diaryl ketones via the C-H bond activation of aldehydes using Ni-Cu nanoparticles adorned on carbon nano onions as an efficient heterogeneous catalyst under the irradiation of a mercury-vapor lamp (400 w) via simple workup. This C-H bond activation reaction appears simple and convenient with a wide substrate scope in view of its excellent synthesis prowess as illustrated in the preparation of new-approved anti-Alzheimer and anti-HIV medicinal compounds under greener and mild reaction conditions; catalyst could be recycled and reused five times without any loss of catalytic activity.

Molecular Catalysis published new progress about 915763-60-9. 915763-60-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is (3-Chloro-5-cyanophenyl)boronic acid, and the molecular formula is C7H5BClNO2, Recommanded Product: (3-Chloro-5-cyanophenyl)boronic acid.

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

Pavlova, M. V. published the artcileSynthesis and antiinflammatory activity of isonicotinic and cinchoninic acid derivatives, Safety of 2-Chloroisonicotinic acid, the publication is Pharmaceutical Chemistry Journal (Translation of Khimiko-Farmatsevticheskii Zhurnal) (2002), 36(8), 425-427, database is CAplus.

New substituted amides and esters of 2-chloroisonicotinic acid and aryl esters of 2-chloro- and 2-oxocinchoninic acids were synthesized. The structures of the synthesized compounds were confirmed by the data of ¹H NMR spectroscopy. Some of these compounds exhibited a reliable antiinflammatory effect.

Pharmaceutical Chemistry Journal (Translation of Khimiko-Farmatsevticheskii Zhurnal) 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, Safety of 2-Chloroisonicotinic acid.

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

Li, Jian-Yuan published the artcilePalladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis, COA of Formula: C6H4ClNO2, the publication is Bioconjugate Chemistry (2019), 30(8), 2209-2215, database is CAplus and MEDLINE.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry 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, COA of Formula: C6H4ClNO2.

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

Marquina, J. G. published the artcileDerivatives of N-methyl-4-phenylpiperidine-4-carboxylic acid and 2,2-diphenyl-4-dimethylaminovaleric acid, COA of Formula: C5H13Cl2N, the publication is Farm. Nueva (Madrid) (1961), 381-92, database is CAplus.

Methylbis(2-hydroxyethyl)amine (75 g.) in 75 ml. anhydrous C₆H₆ was added slowly with stirring to 125 mi. SOCl₂ in 75 ml. C₆H₆ below 50° the mixture heated 2 hrs. at 50-5°, SOCl₂ removed in vacuo on a water bath, alc. added, the solution concentrated, and the solid crystallized from 500 ml. Me₂CO to give 72 g. methylbis(2-chloroethyl)amine-HCl (I), m. 110°; picrate, m. 133°. To 70.2 g. PhCH₂CN and 115.2 g. I in 400 ml. C₆H₆ at 30-40° was added slowly with stirring 100 g. NaNH₂, the mixture refluxed 2 hrs., diluted with H₂O and extracted with HCl, the solution made alk. and extracted with Et₂O, and the extract distilled in vacuo to give 63 g. N-methyl-4-phenylpiperidine-4-nitrile (II), b₄ 148°, m. 53°; HCl salt m. 221-2°. A mixture of 478 g. II, 637 g. H₂SO₄, and 155 ml. H₂O was heated 1 hr. at 145-50°, cooled and treated with NH₃ to pH 7-8 and the solid filtered off and washed to give 330 g. N-methyl-4-phenylpiperidine-4-carboxylic acid (III), m. 301-2° (H₂O). To 27 g. III was added slowly 40 ml. SOCl₂, the mixture heated 1 hr. on a water bath, 100 ml. C₆H₆ was added, the mixture allowed to crystallize, the solution filtered, and the solid washed with C₆HO and petr. ether to give 27.5 g. III acid chloride (IV), which was used immediately. NaCN (25 g.) in 90 ml. H₂O was added slowly with stirring to 100 ml. H₂O containing 100 g. BzH bisulfate. the solution extracted with C₆H₆, the dry extract added slowly with stirring to 200 ml. C₆H₆ containing 135 g. AlCl₃ at 8 10° and the mixture kept 1 day then heated 1 hr. at 80° washed with H₂O and distilled in vacuo to give 67 g. diphenylacetonitrile (V), b_1-2 122-5°, m. 69-70°. SOCl₂ (67 g.) in 100 ml. C₆H₆ was added to 50 g. 1-dimethylamino-2-propanol in 100 ml. C₆H₆ at 20-5°, the solution refluxed 2 hrs., cooled, and the mixture filtered, and the solid recrystallized to give 60 g. 2-chloro-1-dimethylaminopropane-HCl (VI.HCl), m. 185-6°. To 72 g. V and 55 g. pulverized NaOH was added 90 g. VI in Et₂O, the Et_O distilled, the mixture heated to 95-100° with stirring for 10 hrs., washed with H₂O, treated with anhydrous HCl, rehydrolyzed, and distilled in vacuo to give 45 g. 2,2-diphenyl-4-dimethylaminovaleronitrile (VII), b_1-2 180-4°, m. 91° (petr. ether). To 600 g. VII was added 650 ml. H₂SO₄ in 420 ml. H₂O, the solution heated 5 hrs. at 150°, cooled and filtered to give 570 g. 2,2-diphenyl-4-dimethylaminovaleric acid-H₂SO₄ (VIII.H₂SO₄), m. 224-6° (H₂O). To 40 g. VIII was added 40 ml. SOCl₂, and the mixture refluxed 1 hr. on a steam bath, treated with 100 mi. C₆H₆, cooled, allowed to crystallize, filtered, and washed with C₆H₆-petr. ether to give 41.5 g. VIII acid chloride (IX) which was used immediately. Et carbamate (17.8 g.) in 250 ml. C₆H₆ was added with stirring to 10 g. 50% NaH in mineral oil in 150 ml. C₆H₆ at 6-7°, and the mixture stirred 30 min., treated slowly with 24.7 g. III in 150 ml. C₆H₆ at 6-7°, stirred 2 hrs., then 4 hrs. at ambient temperature, extracted with 5% HCl, treated with Na₂CO₃, extracted with C₆H₆, and distilled in vacuo to give 7 g. N-methyl-4-phenylpiperidine-4-carboxyethyl carbamate (X), m. 140-1.5 (Me₂CO). Similarly, the following esters of III were prepared (alkyl carbamate and m.p. given): Pr, 138-9.5°; iso-Pr, 136-8°; allyl, 112-13.5°; Bu, 99.5-100.5° (picrate m. 163-4.5°; HCl salt m. 108-10°). Et carbamate (26.7 g.) in 300 ml. C₆H₆ was added with stirring to 6.9 g. finely divided Na in 150 ml. C₆H₆ at 6-7% and the mixture stirred 30 min., treated slowly at 6-7° with 41.4 g. IX suspended in 150 ml. C₆H₆, stirred 2 hrs. at 6-7° then 4 hrs. at ambient temperature, washed with H₂O, extracted with 5% HCl, and treated with Na₂CO₃ to give 10 g. Me₂NCHMe CH₂CPh₂CONHCO₂Et, m. 153-4.5° (Me₂CO). Similarly were prepared the following esters of VIII (alkyl carbamate, m.p. given): Pr, 158-9°; iso-Pr, 140-1°; allyl, 139-9.5°; Bu, 97-7.5° picrate, m. ∼128°. Analgesic activity was nil for derivatives of VI and VIII. Spasmolytic activity was slight for derivatives of VI, but high for derivatives of VIII.

Farm. Nueva (Madrid) 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 C5H13Cl2N, COA of Formula: C5H13Cl2N.

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

Itoh, Hiroaki published the artcileControl of the cytotoxicity of dansylated polytheonamide mimic, an artificial peptide ion channel, by modification of the N-terminal structure, SDS of cas: 6249-56-5, the publication is Tetrahedron Letters (2014), 55(3), 728-731, database is CAplus.

We demonstrate that the cytotoxicity of dansylated polytheonamide mimic is controlled by chem. modification of its N-terminal structure. Dansylated polytheonamide mimic is an ion channel peptide which displays potent cytotoxicity against P388 mouse leukemia cells (IC₅₀ = 12 nM). To modulate its cytotoxicity, three analogs of dansylated polytheonamide mimic, possessing distinct N-terminal structures with different hydrophobicities, were synthesized and their cytotoxicities were evaluated. This focused structure-activity relationship study unveiled that the cytotoxicity of dansylated polytheonamide mimic is enhanced 10-fold by simply changing its N-terminal 5,5-dimethyl-2-oxohexanamide to the more hydrophobic palmitamide. The data obtained here provide new understanding for the functional control of the artificial ion channel peptide.

Tetrahedron Letters 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, SDS of cas: 6249-56-5.

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