Category: chlorides-buliding-blocks

Delzenne, Gerard A. published the artcilePhotosensitive polymers. I. Synthesis and properties of coumarin-modified polymers, Recommanded Product: Coumarin-6-sulfonyl chloride, the publication is Industrie Chimique Belge (1967), 32(Spec. No.), 373-8, database is CAplus.

Polymers containing intramol. cinnamic esters of the coumarin type were synthesized by treating a poly(hydroxy ether) or partially hydrolyzed poly(vinyl butyral) with 6-coumarincarbonyl chloride, 6-coumarinsulfonyl chloride, or 7-coumarinyl 3-(chlorocarbonyl)-benzenesulfonate. A coumarin-containing copolymer was obtained by copolymerization of Et acrylate and 7-(acryloyloxy)coumarin. The photodimerization of coumarin functions by formation of a cyclobutane structure was useful for imagewise insolubilization of polymers. The photosensitivity of these polymers was compared with the sensitivity of poly(vinyl cinnamate). There was a linear relationship between the light sensitivity of the polymers and the degree of coumarin substitution. The photosensitivity can be enhanced by the addition of sensitizers of the carbonyl type. The more powerful sensitizer seems to be p,p’-bis(dimethylamino)-benzophenone. The sensitization was attributed to a triplet-triplet energy transfer between the light-excited sensitizers and the coumarin units.

Industrie Chimique Belge published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Recommanded Product: Coumarin-6-sulfonyl chloride.

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

Mantell, Mark A. published the artcileS_NAr and C-H Amination of Electron Rich Arenes with Pyridine as a Nucleophile Using Photoredox Catalysis, Synthetic Route of 637-07-0, the publication is Organic Letters (2021), 23(13), 5213-5217, database is CAplus and MEDLINE.

The development of two photocatalytic methods for the pyridination of electron rich arenes was described. First, an SNAr-type reaction between aryl halides and pyridine was developed and optimized. This transformation affords selective substitution of C(sp²)-halogen over C(sp²)-OR bonds to afford arylpyridinium products under anaerobic conditions. Under complementary aerobic conditions, analogous substrates were shown to undergo oxidative C(sp²)-H pyridination.

Organic Letters published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, Synthetic Route of 637-07-0.

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

Hovlid, Marisa L. published the artcileEncapsidated Atom-Transfer Radical Polymerization in Qβ Virus-like Nanoparticles, Safety of 2-Chlorotrityl chloride, the publication is ACS Nano (2014), 8(8), 8003-8014, database is CAplus and MEDLINE.

Virus-like particles (VLPs) are unique macromol. structures that hold great promise in biomedical and biomaterial applications. The interior of the 30 nm-diameter Qβ VLP was functionalized by a three-step process: (1) hydrolytic removal of endogenously packaged RNA, (2) covalent attachment of initiator mols. to unnatural amino acid residues located on the interior capsid surface, and (3) atom-transfer radical polymerization of tertiary amine-bearing methacrylate monomers. The resulting polymer-containing particles were moderately expanded in size; however, biotin-derivatized polymer strands were only very weakly accessible to avidin, suggesting that most of the polymer was confined within the protein shell. The polymer-containing particles were also found to exhibit phys. and chem. properties characteristic of pos. charged nanostructures, including the ability to easily enter mammalian cells and deliver functional small interfering RNA.

ACS Nano published new progress about 42074-68-0. 42074-68-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 2-Chlorotrityl chloride, and the molecular formula is C19H14Cl2, Safety of 2-Chlorotrityl chloride.

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

Hunziker, F. published the artcileChemistry and pharmacology of dibenzo[b,e][1,4]diazepine derivatives with basic substituents in position 10, Quality Control of 60091-87-4, the publication is Arzneimittel-Forschung (1963), 324-8, database is CAplus and MEDLINE.

A series of I derivatives was prepared according to Clemo, et al. (CA 19, 293) and Burton and Gibson (CA 19, 987) by an Ullmann-synthesis from o-bromonitrobenzenes and free anthranilic acid derivatives in presence of K₂CO₃ and catalytic amounts of Cu in a higher alcohol as solvent. The N-methylated anthranilic acids gave lower yields (50-60%) than the corresponding primary amines. The esters of I were best obtained via the acid chlorides. Thus, the following I derivatives were prepared (R¹, R², R³, and m.p. given): H, 4-Me, H, 213-15°; H, 4-Me, Et, 99-100°; Me, 4-Me, H, 140-1°; H, 4-Cl, H, 245-8°; H, 4-Cl, Et, 134-6°; Me, 4-Cl, H, 139-42°; H, 4-CF₃, H, 225-6°; H, 4-CF₃, Me, 147-8°; Me, 4-CF₃, H, 154-6°; H, 4-OMe, H, 228-30°; H, OMe, Et, 104°; Me, 4-OMe, H, 164-6°; H, 5-Cl, Me, 157-8°; H, 5-Cl, Et, 127-8°; Me, 5-Cl, H, 160°; Me, 5-Cl, Me, 92-3°; H, 5-OMe, Me, 149°; H, 5-SMe, Et, 187-8°; Me, 5-SMe, Me, 102-3°; H, 6-Cl, Me, 119-20°; H, 5′-Cl, Et, 106-7°; H, 5′-OMe, H, 235-7°; H, 4′-Cl, H, 232-5°; H, 4′-Cl, Me, 138°; H, 4′-OMe, H, 240°; Me, 4′-OMe, H, 168-72°. To a cooled solution of 5.9 g. K in 110 ml. tert-BuOH was added under stirring 12 g. MeSH. At 20°, a solution of 40.3 g. I (R¹ = R³ = Me, R² = 5-Cl) in 300 ml. HCONMe₂ was added. After 2 hrs. stirring at 80°, evaporation to dryness in vacuo, distribution between benzene and NaHCO₃ solution, evaporation of the benzene, and crystallization from Et₂O/petr. ether gave 40 g. I (R¹ = R³ = Me, R² = 5-SMe), m. 102-3°. To 135.6 g. I (R¹ = R³ = H, R² = 5-Cl) 10.3, suspended in 1.8 l. 2N aqueous NH₃ was added within 3 hrs. 266 g. Na₂S₂O₄. The mixture was heated to 80° till solution was complete. Charcoal treatment, acidification to pH 4.5 with AcOH, addition of NaCl, and work-up gave 121.3 g. II (R¹ = R³ = H, R² = 5-Cl), m. 208-5° (decomposition) (MeOH-H₂O). Similarly prepared were the II derivatives (R¹, R², R³, m.p. given): H, 4-Me, H, 213-15°; Me, 4-Me, H, 144-6°; H, 4-Cl, H, 200-5°; Me, 4-Cl, H, 155°; H, 4-CF₃, H, 214-15°; Me, 4-CF₃, H, 160°; H, 4-OMe, H, 200°; Me, 4-OMe, H, 132-4°; H, 5-Cl, Me, 117-18°; Me, 5-Cl, H, 155°; H, 5-OMe, H, 178-9°; H, 5-SMe, H, 170-2°; H, 6-Cl, Me, 135-9°; H, 5′-Cl, H, 175-7°; H, 5′-OMe, H, 182-4°; H, 4′-Cl, H, 197-8°. II (R¹ = R³ = H, R² = 5-Cl) (121.3 g.) was refluxed in 3 l. xylene 40 hrs. under continuous removal of H₂O. After distillation of the solvent and vapor distillation for removal of impurities, the residue was made alkaline with dilute NH₃, filtered, treated with charcoal, and crystallized from Me₂CO-H₂O to give 71.3 g. III (R¹ = H, R² = 7-Cl), m. 253-4°. The same compound was also obtained by refluxing of 2.5 g. II (R¹ = H, R² = 5-Cl, R³ = Me) with 0.39 g. NaNH₂ in 20 ml. dioxane, dilution with H₂O, and filtration in 83% yield. Similarly prepared were the following III derivatives (R¹, R², m.p. given): H, 2-Cl, 259-60°; H, 2-OMe, 220-1°; Me, 2-OMe, 200-12°; H, 3-Cl, 271°; H, 3-OMe, 232-3°; H, 3-Me, 267-9°; H, 6-Cl, 244-6°; Me, 7-Cl, 226-7°; H, 7-OMe, 239-40°; H, 7-SMe, 211-12°; Me, 7-SMe, 225-6°; H, 8-Cl, 231-2°; Me, 8-Cl, 214-15°; H, 8-Me, 194-5°; Me, 8-Me, 228-9°; H, 8-CF₃, 176-7°; Me, 8-CF₃, 239-40°; H, 8-OMe, 174-6°; Me, 8-OMe, 221-3°. III (R¹ = H, R² = 7-Cl) (52.5 g.) was refluxed 1 hr. with 9.2 g. NaNH₂ in 350 ml. dioxane, then 29 g. ClCH₂CH₂NMe₂ in 50 ml. benzene was added and the mixture refluxed 16 hrs. Concentration in vacuo, distribution between benzene/H₂O, extraction of the benzene with diluted HCl, alkalinization of the extract with NH₃, extraction with CHCl₃, evaporation of the solvent, and crystallization from Me₂CO/Et₂O gave 50.8 g. IV (R¹ = H, R² = 7-Cl), m. 165-6°, _ε230 32,740 (EtOH); hydrochloride m. 225-33° (EtOH-Et₂O). The same compound was obtained by refluxing 11.4 g. II (R¹ = H, R² = 5-Cl, R³ = Me) 90 min. with 1.8 g. NaNH₂ in 90 ml. dioxane, then adding 6 g. ClCH₂CH₂NMe₂ in 20 ml. benzene, and refluxing 15 hrs. (and usual work-up) in 56% yield. Similarly prepared were the following IV derivatives (R¹ R², m.p. free base, m.p. hydrochloride, L.D.₅₉ mg./kg. mouse per os given): H, H, 112-14°, -, 705; Me, H, 116-17°, 234-40°, 215; H, 2-Cl, 172-3°, -, 175; Me, 2-OMe, -, 205-10°, 900; H, 3-Cl, 159-60°, -, 305; H, 3-OMe, 141-3°, -, 150; H, 6-Cl, 122-3°, -, 260; H, 7-Cl, 165-6°, 225-33°, 330; Me, 7-Cl, -, 247-53°, 500; H, 7-OMe, 152-3°, -, 220; H, 7-SMe, 126-9°, -, 345; Me, 7-SMe, -, 205-7°, 520; H, 8-Cl, 140-5°, -, -; Me, 8-Cl, -, 240-5°, 500; H, 8-OMe, 126-7°, -, 220; H, 8-CF₃, 115-18°, -, 150; Me, 8-CF₈, -, 222-6°, 240; H, 8-Me, 137-8°, -, 127; Me, 8-Me, -, 214-17°, 100. Also prepared were the V derivatives (X, m.p., D.L.₅₀ mg./kg. mouse per os given): 2-pyrrolidinoethyl, 159-60°, 700; 2-piperidinoethyl, 187-9°, 700; 2-morpholinoethyl, 220-2°, >2500; CH₂CHMeNMe₂, 197-9°, 320; (CH₂)₃NMe₂, 137-9°, 1000. Reduction of the corresponding oxo derivatives with LiAlH₄ in tetrahydrofuran gave the VI derivatives (R¹, R², m.p., L.D.₅₀ mg./kg. mouse per os given): H, H, (maleate m. 100°), 600; Me, H, – (maleate m. 149-51°), 760; H, Cl, 87-9°, 275. IV (R¹ = H, R² = 2-Cl) (20 g.) was refluxed 24 hrs. in 200 ml. 5N HCl. Concentration in vacuo, addition of NaOH, and isolation of the resulting base gave 14.8 g. VII, b_8.97 130-8°. Acetylation with Ac₂O in pyridine gave VIII, m. 109-11°. To prove the structure, VIII was also synthesized independently. Thus, IX was acetylated to give X, m. 89-90° (Et₂O-petr. ether). X (31 g.) was alkylated with 4 g. NaNH₂ and 9.5 g. ClCH₂CH₂NMe₂ in 150 ml. dioxane to give after usual work-up 31.5 g. VIII. To test the influence of the N bridge on the pharmacol. properties, XI was prepared by refluxing 11.7 g. phenanthridone with 2.95 g. NaNH₂ in 120 ml. dioxane for 2 hrs. Addition of 7 g. ClCH₂CH₂NMe₂ in 50 ml. dioxane during 4 hrs., refluxing for 10 hrs, and normal work-up gave XI; hydrochloride m. 268-70° (MeOH-Et₂O). The XII derivatives were also prepared (X, m.p., L.D.₅₀ mg./kg. mouse per os given): S, 268-71° (hydrochloride) 870; SO₂, 113-23°, 620; O, 230-3° (hydrochloride), 500. The influence of the chem. constitution on the pharmacological activity was studied. A heterocyclic bridge in position 5 is indispensable for activity; derivatives of benzanilide and phenanthridone having basic substituents are inactive. An unsubstituted NH-group in position 5 has a more favorable effect than the Me-substituted N and is superior in activity to other hetero-bridges such as SO₂, S, and O. Compounds with substituents in position 7 show greater activity than the unsubstituted compound A carbonyl group in position 11 is essential for activity, the corresponding VI derivatives, although closely related to known antihistamines of the benzylaniline group are practically inactive in vivo. In agreement with other classes of antihistamines, the (CH₂)₂NMe₂ and (CH₂)₃NMe₂ groups are the most effective basic substituents. IV (R¹ = H, R² = 7-Cl) and the corresponding 7-SMe derivative belong to the most potent antihistaminics of today.

Arzneimittel-Forschung published new progress about 60091-87-4. 60091-87-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitro Compound,Carboxylic acid,Amine,Benzene, name is 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid, and the molecular formula is C13H9ClN2O4, Quality Control of 60091-87-4.

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

Coutrot, Philippe published the artcileSynthesis of diethyl 1,1-dichloroalkane- and 1-chloroalkanephosphonates, Computed Properties of 866-23-9, the publication is Synthesis (1977), 615-17, database is CAplus.

RCCl2P(O)(OEt)2 (I, R = Me, Et, Pr, Bu, CH2:CHCH2, MeCH:CHCH2, MeOCH2) and RR1CClP(O)(OEt)2 (II, R = Me, Et, Pr, Bu; R1 = H, Me, Et, Bu, CH2:CHCH2, Cl(CH2)3) (11 compounds) were prepared in 42-81 and 66-89% yields resp. Thus, alkylation of (EtO)2P(O)CCl2Li with RBr in presence of PO(NMe2)3 at -80° gave I. Lithiation of I followed by alkylation with R1X (X = Br, iodo) gave II.

Synthesis published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Computed Properties of 866-23-9.

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

Schrittwieser, Joerg H. published the artcileBiocatalytic Cascade for the Synthesis of Enantiopure β-Azidoalcohols and β-Hydroxynitriles, HPLC of Formula: 5034-06-0, the publication is European Journal of Organic Chemistry (2009), 2293-2298, database is CAplus.

A three-step, two-enzyme, one-pot reaction sequence starting from prochiral α-chloroketones leading to enantiopure β-azidoalcs. and β-hydroxynitriles was described. Asym. bioreduction of α-chloroketones by hydrogen transfer catalyzed by an alc. dehydrogenase (ADH) established the stereogenic center in the first step to furnish enantiopure chlorohydrin intermediates. Subsequent biocatalyzed ring closure to the epoxide and nucleophilic ring opening with azide, N₃^–, or cyanide, CN^–, both catalyzed by a nonselective halohydrin dehalogenase (Hhe), proceeded with full retention of configuration to give enantiopure β-azidoalcs. and β-hydroxynitriles, resp. Both enantiomers of various optically pure β-azidoalcs. and β-hydroxynitriles were synthesized. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009).

European Journal of Organic Chemistry published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, HPLC of Formula: 5034-06-0.

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

Dreas, Agnieszka published the artcileDiscovery of indazole-pyridinone derivatives as a novel class of potent and selective MNK1/2 kinase inhibitors that protecting against endotoxin-induced septic shock, Quality Control of 939-99-1, the publication is European Journal of Medicinal Chemistry (2021), 113057, database is CAplus and MEDLINE.

The mitogen-activated protein kinase (MAPK)-interacting kinases 1 and 2 (MNKs 1/2) and their downstream target eIF4E, play a role in oncogenic transformation, progression and metastasis. These results provided rationale for development of first MNKs inhibitors, currently in clin. trials for cancer treatment. Inhibitors of the MNKs/eIF4E pathway are also proposed as treatment strategy for inflammatory conditions. Here we present results of optimization of indazole-pyridinone derived MNK1/2 inhibitors among which compounds I and II, selective and metabolically stable derivatives Both compounds decreased levels of eIF4E Ser206 phosphorylation (pSer209-eIF4E) in MOLM16 cell line. When administered in mice compounds I and II significantly improved survival rates of animals in the endotoxin LD challenge model, with concomitant reduction of proinflammatory cytokine levels – TNFα and IL-6 in serum. Identified MNK1/2 inhibitors represent a novel class of immunomodulatory compounds with a potential for the treatment of inflammatory diseases including sepsis.

European Journal of Medicinal Chemistry 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 C8H6ClF3, Quality Control of 939-99-1.

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

Areephong, Jetsuda published the artcileOn/Off Photoswitching of the Electropolymerizability of Terthiophenes, Synthetic Route of 219537-97-0, the publication is Journal of the American Chemical Society (2008), 130(39), 12850-12851, database is CAplus and MEDLINE.

The polymerization of terthiophene to obtain an alkene bridged α,α-coupled sexithiophene polymer, was controlled by light; i.e., the electropolymerizability of the bis-terthiophene monomer is switched off and on upon illumination with UV and visible light, resp. The system comprises both bis-terthiophene and photochromic dithienylethene units. The presence of a light-switchable unit allows on-off switching of the electropolymerization of the monomer with light. The incorporation of dithienylethene in the backbone increases dramatically the homogeneity of the polymer formed (i.e., only sexithiophene units are formed). The films are robust and fully retain electrochromism as was demonstrated through cyclic voltammetry while spatial control (patterning) is readily achieved by applying simple optical masking techniques.

Journal of the American Chemical Society published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C15H14Cl2S2, Synthetic Route of 219537-97-0.

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

Bel’skii, V. E. published the artcileStructure and chemical shifts in phosphorus-31 NMR of phosphonic acid esters, Safety of Diethyltrichloromethylphosphonate, the publication is Zhurnal Obshchei Khimii (1972), 42(11), 2427-31, database is CAplus.

The induction constants σ* of R groups correlated linearly with the chem. shift of 31P in 37 RP(O)(OEt)2 (R = alkyl or substituted alkyl groups), provided that hyperconjugation effects were taken into account. The presence of unshared electron pairs in R at the C atom adjacent to the P destroyed the linear relationship; the same was true of R groups containing multiple bonds.

Zhurnal Obshchei Khimii published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Safety of Diethyltrichloromethylphosphonate.

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

Andersson, Lars published the artcilePreparation of 3-carboxy-N,N,N-trimethylpropanaminium chloride (γ-butyrobetaine hydrochloride), Application of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Synthesis (1981), 468-9, database is CAplus.

Me₃N⁺(CH₂)₃CO₂H Cl^– was prepared in 18% yield by treatment of Me₂N(CH₂)₃CO₂H with RNHC(OMe):NR (R = cyclohexyl) (I) followed by HCl. I was prepared from N,N‘-dicyclohexylcarbodiimide and MeOH with a CuCl catalyst.

Synthesis 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