Tag: 100-200

Chapman, Norman Bellamy; Ewing, David F.; Scrowston, R. M.; Westwood, R. published an article in 1968, the title of the article was Proton magnetic resonance spectra of some benzo[b]thiophene derivatives.Formula: C9H5ClOS And the article contains the following content:

Attempts are made to correlate the chem. shifts in the 100 Mc./sec. 1H N.M.R. spectra of 42 benzo[b]thiophene derivatives with the substituents present in the mol., and the relations are rationalized where possible. Coupling constants are also recorded, and their dependence on bond order and on other factors is discussed. The changes in the chem. shifts and coupling constants when the benzo[b]thiophenes are oxidized to the 1,1-dioxides are recorded and discussed. 43 references. The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Formula: C9H5ClOS

The Article related to thiophenes nmr benzo, benzothiophenes nmr, nmr benzothiophenes, nmr (nuclear magnetic resonance) and other aspects.Formula: C9H5ClOS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Iddon, B.; Dickinson, R. P. published an article in 1971, the title of the article was Condensed thiophen ring systems. VI. Synthesis and reactions of 5-methyl- and 5-chloro-3-benzo[b]thienyllithium.Category: benzothiophene And the article contains the following content:

Bromination of 5-methyl- and 5-chlorobenzo[b]thiophene in CHCl3 gave 2,3-dibromo-5-methyl-, and a mixture of 20% 3-bromo-5-chloro- and 80% 2,3-dibromo-5-chlorothiophene, resp.; reaction of the 2,3-di-Br derivatives with BuLi-Et2O at 0° gave 3-bromo-5-methyl- (I) and 3-bromo-5-chlorobenzo[b]thien-2-yllithium (II). Reaction of I and II with CO2 gave the corresponding 2-carboxylic acids, and with HCl gave 5-methyl- (III) and 5-chloro-3-bromobenzo[b]thiophene (IV). Reaction of III and IV with BuLi-Et2O at -70° gave 5-methyl- (V) and 5-chlorobenzo[b]thien-3-yllithium (VI), resp. V and VI reacted with CO2, DMF, and Me2SO4 to give the corresponding 3-carboxylic acids, 3-carboxaldehydes, and 3-Me derivatives, resp. Huang-Minlon reduction of 5-methylbenzothio[b]phene-3-carboxaldehyde gave 3,5-dimethylbenzo[b]thiophene. The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Category: benzothiophene

5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas:16296-68-7) belongs to benzothiophene. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP. Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

El Shanta, M. S.; Scrowston, R. M. published an article in 1967, the title of the article was Preparation and properties of some 3-acetyl- and 3-formyl-5-halobenzo[b]thiophenes.Name: 5-Chlorobenzo[b]thiophene-3-carbaldehyde And the article contains the following content:

5-Chloro- and 5-bromobenzo[b]thiophene-3-carboxaldehydes (I) (X = Cl and Br) were prepared from the corresponding 3-bromomethyl compound either by the Sommelet reaction (65%) or by the Kroehnke reaction (30% yield). They had the usual properties of an aromatic aldehyde; in particular, they underwent the Doebner reaction with malonic acid, and formed crystalline condensation products with rhodanine. Friedel-Crafts acetylation of 5-chloro- or 5-bromobenzo[b]thiophene gave predominantly the 3-acetyl derivative This reacted with Me2NH.HCl and H2CO (Mannich reaction) to give the corresponding keto amine, the keto group of which was reduced with NaBH4. The resulting alcs. were treated with SOCl2 to give the corresponding substituted 3-chloropropylamines. 34 references. The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Name: 5-Chlorobenzo[b]thiophene-3-carbaldehyde

5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas:16296-68-7) belongs to benzothiophene. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP. Name: 5-Chlorobenzo[b]thiophene-3-carbaldehyde

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

On May 9, 2019, Kurz, Guido; Camacho Gomez, Juan published a patent.Synthetic Route of 16296-68-7 The title of the patent was Preparation of novel dihydropyridine derivatives as androgen receptor and glucocorticoid receptor modulators. And the patent contained the following:

The present invention relates to novel dihydropyridine derivatives I [R1 = CN, C(O)NH2, COR5, CO2R5 (wherein R5 = (un)substituted alkyl, cycloalkyl); R2 = CN, COR8, CO2R8, SOnR8, C(O)NR8R9 (n = 1-2; R8 and R9 = (independently) H, (un)substituted alkyl, H, etc.; or R8 and R9 together with the nitrogen atom to which they are attached form (un)substituted 5-6 membered heterocycle which optionally comprises 1 heteroatom selected from O and N); R3 = H, NH2, CN, etc.; R4 = H, CN, (un)substituted alkyl, etc.; X1-X5 = (independently) CB1, N and CH (B1 = halo, CN, (un)substituted 5-6 membered heteroaryl, etc.)] and pharmaceutically acceptable salts thereof, as modulators of nuclear receptors selected from androgen receptor and glucocorticoid receptor, to processes for their preparation, to pharmaceutical compositions comprising said compounds and to the use of said for manufacturing a medicament for the treatment of pathol. conditions or diseases that can improve by modulation of androgen receptor and/or glucocorticoid receptor, selected from cancer, metastasizing cancers, benign prostate hyperplasia, polycystic ovary syndrome (PCOS), hair loss, hirsutism, acne, hypogonadism, muscle wasting diseases, cachexia, Cushing’s syndrome, anti-psychotic drug induced weight gain, obesity, post-traumatic stress disorder and alcoholism. Over three-hundred compounds I were prepared For example, heating a mixture of 3-(benzo[b]thiophen-3-ylmethylene)pentane-2,4-dione, Me 3-oxobutanoate and 30% aqueous ammonium in iso-PrOH at reflux temperature for 12 h afforded 25% II (both enantiomers were separated). Exemplified compounds I were evaluated for their androgen receptor and glucocorticoid receptor modulatory activities (data given for representative compounds I). The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Synthetic Route of 16296-68-7

The Article related to pyridine dihydropyridine preparation nuclear androgen glucocorticoid receptor modulator antitumor, benign prostate hyperplasia polycystic ovary syndrome treatment dihydropyridine preparation, hair loss hirsutism acne hypogonadism treatment dihydropyridine pyridine preparation and other aspects.Synthetic Route of 16296-68-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

On May 8, 2019, Kurz, Guido; Camacho Gomez, Juan published a patent.Application In Synthesis of 5-Chlorobenzo[b]thiophene-3-carbaldehyde The title of the patent was Preparation of novel dihydropyridine derivatives as androgen receptor and glucocorticoid receptor modulators. And the patent contained the following:

The present invention relates to novel dihydropyridine derivatives I [R1 = CN, CHO, COR5, CO2R5 (wherein R5 = (un)substituted alkyl, cycloalkyl); R2 = CN, COR8, CO2R8, SOnR8, C(O)NR8R9 (n = 1-2; R8 and R9 = (independently) H, (un)substituted alkyl, cycloalkyl, etc.; or R8 and R9 together with the nitrogen atom to which they are attached form (un)substituted 5-6 membered heterocycle which optionally comprises 1 heteroatom selected from O and N); R3 = H, NH2, CN, etc.; R4 = H, CN, (un)substituted alkyl, etc.; or R1 and R3 or R2 and R4 form together (CR10R11)n (n = 3-4 wherein 1, 2 or 3 of CR10R11 moieties may be independently replaced by a group selected from O, S, C(O) and (un)substituted NH; R10, R11 = (independently) H, (un)substituted Ph or 5-6 membered heteroaryl, etc.); X1-X5 = (independently) CB1, N and CH (B1 = halo, CN, (un)substituted 5-6 membered heteroaryl, etc.)] and pharmaceutically acceptable salts thereof, as modulators of nuclear receptors selected from androgen receptor and glucocorticoid receptor, to processes for their preparation, to pharmaceutical compositions comprising said compounds and to the use of said for manufacturing a medicament for the treatment of pathol. conditions or diseases that can improve by modulation of androgen receptor and/or glucocorticoid receptor, selected from cancer, metastasizing cancers, benign prostate hyperplasia, polycystic ovary syndrome (PCOS), hair loss, hirsutism, acne, hypogonadism, muscle wasting diseases, cachexia, Cushing’s syndrome, anti-psychotic drug induced weight gain, obesity, post-traumatic stress disorder and alcoholism. Over two-hundred-seventy compounds I were prepared For example, heating a mixture of 3-(benzo[b]thiophen-3-ylmethylene)pentane-2,4-dione, Me 3-oxobutanoate and 30% aqueous ammonium in iso-PrOH at reflux temperature for 12 h afforded 25% II (both enantiomers were separated). Exemplified compounds I were evaluated for their androgen receptor and glucocorticoid receptor modulatory activities (data given for representative compounds I). The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Application In Synthesis of 5-Chlorobenzo[b]thiophene-3-carbaldehyde

The Article related to pyridine dihydropyridine preparation nuclear androgen glucocorticoid receptor modulator antitumor, benign prostate hyperplasia polycystic ovary syndrome treatment dihydropyridine preparation, hair loss hirsutism acne hypogonadism treatment dihydropyridine pyridine preparation and other aspects.Application In Synthesis of 5-Chlorobenzo[b]thiophene-3-carbaldehyde

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

On January 28, 2021, Cuthbertson, Alan; Boehnke, Niels published a patent.Formula: C9H5ClOS The title of the patent was Targeted radiopharmaceuticals for the diagnosis and treatment of prostate cancer. And the patent contained the following:

The invention is related to the preparation of compounds I [n = 1-3; R1-4 = OH or Q; Q = a tissue-targeting moiety selected from the group consisting of poly- and oligopeptides, proteins, DNA and RNA fragments, aptamers polyclonal or monoclonal antibodies, and a mixture of proteins or fragments or constructs of protein] their stereoisomers, hydrates, solvates and salts, and targeted radiopharmaceuticals, pharmaceutical compositions and combinations comprising them and their use for manufacturing pharmaceutical compositions for the treatment or prophylaxis of diseases, in particular of soft tissue diseases, as a sole agent or in combination with other active ingredients. The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Formula: C9H5ClOS

The Article related to peptide chelator conjugate preparation antitumor prostate cancer, preparation peptide chelator thorium 227 her2 fap psma conjugate, prostate specific membrane antigen carboxy hopo thorium 227 conjugate, targeted radiopharmaceutical prostate cancer and other aspects.Formula: C9H5ClOS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Li, Yitao; Yao, Wenqiang; Lin, Jian; Li, Falin; Wu, Yang; Xu, Junxing published an article in 2019, the title of the article was Design, Synthesis and Biological Activity of Novel Triazole Sulfonamide Derivatives Containing a Benzylamine Moiety.Synthetic Route of 16296-68-7 And the article contains the following content:

The 1,2,4-triazole-1,3-disulfonamide derivatives I [Ar = 2-thienyl, 2-pyrrolyl, 3-pyridyl, etc.] were synthesized via coupling of amines with triazole sulfonamide groups and evaluated for their fungicidal activity against cucumber downy mildew (CDM). Most of these derivatives exhibited better fungicidal activities than that of the com. cyanosole using bioassays. In particular, compounds I [Ar = 4-bromo-2-thiazolyl, 5-chloro-2-thienyl] showed the best fungicidal activity against CDM (EC50 = 6.91 and 10.62 mg/L). Comparative experiments demonstrated that the fungicidal activity of I [Ar = 4-bromo-2-thiazolyl, 5-chloro-2-thienyl] was better than the com. pesticides amisulbrom and cyanosole. The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Synthetic Route of 16296-68-7

The Article related to triazole disulfonamide benzylamine preparation fungicidal, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Synthetic Route of 16296-68-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

On November 30, 2010, Hanna-Elias, Amir; Manallack, David T.; Levit, Alla; Nguyen, William; Ayad, Fadi; Perera, Glen; Shapiro, Marina; Irving, Helen R.; Coupar, Ian M.; Iskander, Magdy N. published an article.Related Products of 16296-68-7 The title of the article was Synthesis, testing and structure-activity studies on a library of 5-HT4 ligands. And the article contained the following:

Several indole derivatives and analogs comprising a range of related structural classes were designed, synthesized and tested as ligands for the 5-HT4 receptor. Within each series, binding experiments showed compounds with good affinity demonstrating high percentage displacement values at 1 μM. The most potent of these (I) had a pKi of 8.54 demonstrating very good affinity. These indole analogs were combined with 55 ligands that were previously produced to explore the structure-activity relationships of these 5-HT4 ligands. A CoMFA (Comparative Mol. Field Anal.) anal. was used to extend an earlier simple pharmacophore to suggest two new mol. features beyond the primary amino binding site. The pharmacophore confirmed that a newly described tetrahydroquinoline analog was able to match the basic requirements of the model and the pharmacol. of this mol. is provided in more detail. The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Related Products of 16296-68-7

The Article related to indole derivative preparation 5ht4 ligand structure activity relationship pharmacophore, comparative mol field analysis indole derivative serotonin receptor binding, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Related Products of 16296-68-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

On June 16, 2016, Jones, Michael L.; Lilly, John C.; Ankala, Sudha V.; Singleton, Scott F. published a patent.Formula: C9H5ClOS The title of the patent was Preparation of quinazolinones, indazoles and other heterocyclic compounds as SOS inhibitors and antibiotic potentiators. And the patent contained the following:

The invention relates to preparation of quinazolinones of formula I, indazoles of formula II , wherein all the variables are as defined in the disclosure, and other heterocyclic compounds as SOS inhibitors and their use as antibiotics and as antibiotic potentiators. The example compound III was prepared by multistep synthesis according to the procedure shown and was tested for its antibacterial and SOS response-inhibiting activity (data disclosed). The compounds may act as colistin potentiators and SOS inhibitors. The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Formula: C9H5ClOS

The Article related to quinazolinone indazole preparation sos inhibitor antibiotic potentiator combination chemotherapy, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Formula: C9H5ClOS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

On January 9, 2003, Basarab, Gregory; Eyermann, Joseph; Gowravaram, Madhusudhan; Green, Oluyinka; MacPherson, Lawrence; Morningstar, Marshall; Nguyen, Thanh published a patent.SDS of cas: 16296-68-7 The title of the patent was Preparation of pyrazolo[3,4-d]pyrimidines for inhibiting H. pylori infections. And the patent contained the following:

Title compounds I [wherein R1 and R2 = independently H, NH2, or (un)substituted (cyclo)alkyl, (cyclo)alkenyl, alkynyl, aryl, alkoxy, or heterocyclyl; R3 = (un)substituted monocyclic or bicyclic ring system comprising 0-3 heteroatoms independently selected from N, O, or S; R4 = (un)substituted alkyl or (di)alkylamino, with exceptions; Y = CH2, CHCH3, SO, or SO2; and pharmaceutically acceptable salts thereof] were prepared For example, 6-hydrazino-1-isobutyl-3-methylpyrimidine-2,4-(1H,3H)-dione (4-step preparation given) was condensed with 1-naphthaldehyde in MeOH to give the hydrazone. Cyclocondensation with N-(4-formylphenyl)acetamide in DMF afforded II. Compounds of the invention exhibited glutamate racemase (MurI) activity with IC50 values of < 400 μM. Thus, I and pharmaceutical compositions containing them are useful in the treatment or prophylaxis of Helicobacter pylori (H. pylori) infection (no data). The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).SDS of cas: 16296-68-7

The Article related to pyrazolopyrimidine preparation antibacterial helicobacter pylori, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.SDS of cas: 16296-68-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem