Category: 79047-41-9

Zaouak, Amira published the artcileDegradation mechanism of losartan in aqueous solutions under the effect of gamma radiation, Product Details of C8H13ClN2O, the publication is Radiation Physics and Chemistry (2021), 109435, database is CAplus.

In this paper, the impact of gamma radiation on one of emerging pharmaceutical pollutant was investigated. Deriving from sartan class, losartan, one of the most consumed antihypertensive drug was irradiated at doses of 0.5-4 kGy in aqueous solutions The removal of COD (COD) and total organic carbon (TOC) during the irradiation process reflects that the mineralization efficiency increases with increasing radiation dose. During the mineralization process some aromatic intermediates such as 4-[2-(1H-1,2,3,4-tetrazol-5-yl) phenyl] phenol, 2-butyl-4-chloro-5-(hydroxymethyl) imidazole-1-ol, 2,4prime-dihydroxybiphenyl, tetrazole, 1,2,4 benzentriol, 1,4-hydroxyquinone and quinone were identified by LC/MS. These results show that degradation process starts with cleavage of the starting mol. by hydroxyl radicals, which are generated by the radiolysis of water. Based on these observations, a mechanistic schema of losartan was proposed. At the end, losartan kinetic study was performed indicating a pseudo first order degradation process.

Radiation Physics and Chemistry published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C14H10O4, Product Details of C8H13ClN2O.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Furukawa, Yoshiyasu published the artcileNonpeptide angiotensin II receptor antagonists. Synthetic studies on imidazoleacetic acid derivatives, Quality Control of 79047-41-9, the publication is Takeda Kenkyushoho (1991), 56-74, database is CAplus.

An improved synthetic route using 4-hydroxymethyl-2-phenylimidazole was developed for the synthesis of diuretic and angiotensin II-inhibitory CV-2198 (I, R = R¹ = H) (II). This route achieved a facile synthesis of 2-alkyl-1-benzyl-4-chloroimidazole-5-acetic acids. Study of structure-activity relationships on the 10 compounds indicated that Bu, pentyl, and hexyl groups were favorable as the 2-alkyl groups and substitution by a Cl or NO₂ group at the o-position of the benzyl moiety increased the activity. Thus, I (R = Bu, R¹ = Cl) (CV-2947) and I (R = Bu, R¹ = NO₂) (CV-2961) had angiotensin II-inhibitory activity 100-fold stronger than that of II.

Takeda Kenkyushoho published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Quality Control of 79047-41-9.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Sieron, Leslaw published the artcileTrityl losartan, Synthetic Route of 79047-41-9, the publication is Acta Crystallographica, Section C: Crystal Structure Communications (2004), C60(11), o821-o823, database is CAplus and MEDLINE.

The title compound (systematic name: {2-butyl-4-chloro-1-[2′-(2-trityl-2H-tetrazol-5-yl)biphenyl-4-ylmethyl]-1H-imidazol-5-yl}methanol), C₄₁H₃₇ClN₆O, crystallizes in the centrosym. space group P1̅ with two independent mols. in the asym. unit. Crystallog. data are given. These mols. differ significantly only in the relative orientations of the rings in the biphenylyltetrazole moieties. One of the mols. shows disorder for three C atoms in the Bu group. H bonds link the mols. in an infinite chain along the a axis.

Acta Crystallographica, Section C: Crystal Structure Communications published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C14H26O2, Synthetic Route of 79047-41-9.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Fedyuk, D. V. published the artcileFluorine-containing derivatives of imidazole and benzimidazole exhibiting hypotensive properties, Safety of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, the publication is Ukrainskii Khimicheskii Zhurnal (Russian Edition) (1999), 65(11-12), 81-86, database is CAplus.

Fluorine-containing analogs of the hypotensive preparation Losartan, e.g., I (R = Bu, SCF₂CF₃, SCF₂CF₂CF₃; R¹ = H, CF₃CF₂O, CF₃S, CF₃CF₂S, CF₃CF₂CF₂SO₂) and II, were prepared

Ukrainskii Khimicheskii Zhurnal (Russian Edition) published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Safety of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Basappa, B. H. Doreswamy published the artcileReduction of aldehydes and oximes to their corresponding alcohols and amines by catalytic hydrogenation method, HPLC of Formula: 79047-41-9, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2005), 44B(1), 148-151, database is CAplus.

The reduction of aldehydes such as 2-butyl-5-chloro-3H-imidazole-5-carboxaldehyde and veratraldehyde, which are pharmaceutical key intermediates, were reduced to alcs. by a catalytic hydrogenation method in the presence of Mg and also oximes are reduced to primary amines successively by the Mg/ammonium formate system, is a large scale feasible and cheaper method. The crystal structure of the product, 2-butyl-5-chloro-3H-imidazole-4-ylmethanol, is reported.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, HPLC of Formula: 79047-41-9.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Estenne, Genevieve published the artcileAn efficient synthesis of chlorinated imidazoles through tert-butyldimethylsiloxy derivatives, COA of Formula: C8H13ClN2O, the publication is Journal of Heterocyclic Chemistry (1994), 31(5), 1121-3, database is CAplus.

The protection of 2-substituted imidazole-5-methanol derivatives by a tert-butyldimethylsilyl group allowed the chlorination of the heterocycle in position 4 with good yield whereas direct chlorination of the imidazole alc. was unsuccessful. The preparation of 4-chloroimidazole derivative I was described.

Journal of Heterocyclic Chemistry published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, COA of Formula: C8H13ClN2O.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Shreenivas, M. T. published the artcileSynthesis and antibacterial evaluation of some novel aminothiazole derivatives, Application In Synthesis of 79047-41-9, the publication is Pharma Chemica (2011), 3(2), 156-161, database is CAplus.

A series of N-(4-arylthiazol-2-yl)-4′-{[2-butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl}biphenyl-2-carboxamides was prepared The newly synthesized title compounds were screened for in-vitro antibacterial activity. Some of the compounds exhibited encouraging results.

Pharma Chemica published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C24H20Ge, Application In Synthesis of 79047-41-9.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Bovy, Philippe R. published the artcileNonpeptide angiotensin II antagonists: N-phenyl-1H-pyrrole derivatives are angiotensin II receptor antagonists, Synthetic Route of 79047-41-9, the publication is Journal of Medicinal Chemistry (1993), 36(1), 101-10, database is CAplus and MEDLINE.

A series of 5-[1-[4-[(4,5-disubstituted-1H-imidazol-1-yl)methyl]-substituted]-1H-pyrrol-2-yl]-1H-tetrazoles and 5-[1-[4-[(3,5-dibutyl-1H-1,2,4-triazol-1-yl)methyl]-substituted]-1H-pyrrol-2-yl]-1H-tetrazoles were investigated as novel AT₁-selective angiotensin II receptor antagonists. Computer-assisted modeling techniques were used to evaluate structural parameters in comparison to the related biphenyl system. New synthetic procedures were developed to prepare the novel compounds The best antagonists in this series had IC₅₀ values (rat uterine membrane receptor binding) in the 10^-8 M range and corresponding pA₂ in isolated organ assay (rabbit aorta rings). Structure-activity relationships indicate some similarities with the finding in the biphenyl system. Substitution on the pyrrole ring modulates activity. Compound I antagonized angiotensin-induced blood pressure increase when administered to conscious rat at 30 mg/kg per os.

Journal of Medicinal Chemistry published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Synthetic Route of 79047-41-9.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Agelis, George published the artcileRational design, efficient syntheses and biological evaluation of N,N’-symmetrically bis-substituted butylimidazole analogs as a new class of potent Angiotensin II receptor blockers, Category: imidazoles-derivatives, the publication is European Journal of Medicinal Chemistry (2013), 352-370, database is CAplus and MEDLINE.

A series of sym. bis-substituted imidazole analogs bearing at the N-1 and N-3 positions two biphenyl moieties ortho substituted either with tetrazole or carboxylate functional groups was designed based on docking studies and utilizing for the first time an extra hydrophobic binding cleft of the AT1 receptor. The synthesized analogs were evaluated for their in vitro antagonistic activities (pA₂ values) and binding affinities (-logIC₅₀ values) to the Angiotensin II AT1 receptor. Among them, the dipotassium (-logIC₅₀ = 9.04) and the disodium (-logIC₅₀ = 8.54) salts of 4-butyl-N,N’-bis{[2′-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl}imidazolium bromide (I) as well as the bis-ortho-carboxylic acid derivative (-logIC₅₀ = 9.46) and 4-butyl-2-hydroxymethyl-N,N’-bis{[2′-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl}imidazolium bromide (-logIC₅₀ = 8.37, pA₂ = 8.58) showed high binding affinity to the AT1 receptor and high antagonistic activity (potency). The potency was similar or even superior to that of Losartan (-logIC₅₀ = 8.25, pA₂ = 8.25). On the contrary, 2-butyl-N,N’-bis{[2′-[2H-tetrazol-5-yl]biphenyl-4-yl]methyl}imidazolium bromide (-logIC₅₀ = 5.77) and 2-butyl-4-chloro-5-hydroxymethyl-N,N’-bis{[2′-[2H-tetrazol-5-yl]biphenyl-4-yl]methyl}imidazolium bromide (-logIC₅₀ = 6.38) displayed very low binding affinity indicating that the orientation of the Bu group is of primary importance. Docking studies of the representative highly active I·2Na clearly showed that this mol. has an extra hydrophobic binding feature compared to prototype drug Losartan and it fits to the extra hydrophobic cavity. These results may contribute to the discovery and development of a new class of biol. active mols. through bis-alkylation of the imidazole ring by a convenient and cost effective synthetic strategy.

European Journal of Medicinal Chemistry published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Category: imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Reddy, Vajrala Venkata published the artcileIdentification and synthesis of potential impurities of losartan potassium – a non-peptide angiotensinogen II receptor antagonist, COA of Formula: C8H13ClN2O, the publication is Asian Journal of Chemistry (2007), 19(5), 3789-3796, database is CAplus.

In the process for the preparation of losartan, identified four potential impurities ranging from 0.05-0.15 % were detected in HPLC. Based on the mass spectral data obtained by LC-MS anal. structure of these impurities were characterized as potassium salt of 2-n-butyl-5-chloro-4-hydroxymethyl-1-[(2′-(2H-tetrazole-5-yl)-1,1′-biphenyl-4-yl)methyl]-1H-imidazol (Imp-A, Isolosartan potassium), potassium salt of 5-(4′-methyl-1,1′-biphenyl-2yl)-2H-tetrazole (Imp-B, biphenyl tetrazole analog of 1), 2-butyl-4-chloro-1-2′-(1H-tetrazol-5-yl)-1,1′-biphenyl-4-ylmethyl-1H-imidazole-5-ethanoate (Imp-C, ester analog of losartan) and 2-n-butyl-4-chloro-1-2′-(1H-tetrazol-5-yl)-1,1′-biphenyl-4-yl-5-triphenyl methoxy methyl-1H-imidazole (Imp-D, o-trityl losartan). These impurities were synthesized from an unambiguous route, confirmed the structure by collecting various spectral data and co-injected with losartan, retention time is matching with expected impurities. To our knowledge the impurities A-D were not reported as process impurities elsewhere.

Asian Journal of Chemistry published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, COA of Formula: C8H13ClN2O.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem