Category: 79047-41-9

Lin, Ho Shen published the artcileNonpeptide angiotensin II receptor antagonists: synthetic and computational chemistry of N-[[4-[2-(2H-tetrazol-5-yl)-1-cycloalken-1-yl]phenyl]methyl]imidazole derivatives and their in vitro activity, Synthetic Route of 79047-41-9, the publication is Journal of Medicinal Chemistry (1992), 35(14), 2658-67, database is CAplus and MEDLINE.

A series of nonpeptide angiotensin II receptor antagonists was synthesized and tested in vitro to investigate requirements for recognition by and binding to AT₁ receptors. Compared to a known series of N-(biphenylylmethyl)imidazoles, including losartan (DuP 753), which has a more rigid conformation in the 2′-tetrazolylbiphenyl moiety, the new series replaces the terminal Ph with cycloalkenyls. Compounds were made with five- to seven-membered rings and with either a hydroxymethyl or carboxyl group at the 5 position on the imidazole ring. The effects of the lipophilicity and steric bulk of the terminal ring system, the amount of π-electron d. in the terminal ring, and the relative spatial proximity of the tetrazolyl and the middle Ph are explored in terms of binding affinity to AT₁ receptors in rat adrenal glomerulosa and rabbit aorta. The physicochem. variables of the new compounds were quantitated by computational chem. and compared to those of losartan and its carboxyl metabolite. Potency at the AT₁ receptors is maximized when the terminal ring is six-membered; an aromatic ring binds better than a cycloalkenyl ring. The 5-carboxyimidazole compounds show higher affinity than the 5-hydroxymethyl series.

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

Delgado, F. published the artcileNonpeptide angiotensin II receptor antagonists: synthesis and biological activity of 1H-imidazo and 1H-[1,2,3]-triazolo fused derivatives, Safety of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, the publication is Farmaco (1997), 52(3), 147-155, database is CAplus and MEDLINE.

Title compounds such as I [A = CH, CBu, N; R = H or RR = (CH:CH)₂; B = CH:CH, S; G = COOH, CN, 1H-tetrazol-5-yl] were prepared as angiotensin II receptor antagonists. Modification of the classical biphenyl moiety to a 4-arylthienyl fragment afforded interesting activities.

Farmaco 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

Miller, Ross A. published the artcileIodine as a Chemoselective Reoxidant of TEMPO: Application to the Oxidation of Alcohols to Aldehydes and Ketones, Safety of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, the publication is Organic Letters (2003), 5(3), 285-287, database is CAplus and MEDLINE.

Chemoselective alc. oxidations using catalytic TEMPO and stoichiometric iodine as the terminal oxidant were studied. Iodine was compared to other pos. halogens as the terminal oxidant and shown to be superior in cases of electron-rich and heteroaromatic rings. The new conditions were successfully applied to the oxidation of 2-butyl-5-chloro-4-imidazolemethanol to its aldehyde derivative, which is an important intermediate in the synthesis of losartan.

Organic Letters 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

Anderson, Ross published the artcileSelective oxidation of alcohols to carbonyl compounds and carboxylic acids with platinum group metal catalysts, Category: imidazoles-derivatives, the publication is Advanced Synthesis & Catalysis (2003), 345(4), 517-523, database is CAplus.

The use of platinum group metal (PGM) catalysts for the selective oxidation of various primary and secondary alcs. under mild conditions is described. High throughput screening (HTS) techniques have been used to identify trends in catalyst activity and product selectivity. Using air as oxidant and water as solvent 5% Pt, 1% Bi/C has been identified as an efficient catalyst for the transformation of 2-octanol to 2-octanone and 1-octanol to octanoic acid. To improve aldehyde selectivity the promotion of Pt/Al₂O₃ and Ru/C catalysts has been investigated. The use of H₂O₂ as oxidant has been demonstrated as a suitable alternative to air.

Advanced Synthesis & Catalysis 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

Hosadurga, K. Keerthy published the artcileSynthesis and characterization of novel 2-amino-chromene-nitriles that target Bcl-2 in acute myeloid leukemia cell lines, SDS of cas: 79047-41-9, the publication is PLoS One (2014), 9(9), e107118/1-e107118/11, 11 pp., database is CAplus and MEDLINE.

The anti-apoptotic protein Bcl-2 is a well-known and attractive therapeutic target for cancer. In the present study the solution-phase T3P-DMSO mediated efficient synthesis of 2-amino-chromene-3-carbonitriles I (R¹ = 3-O₂NC₆H₄, 4-BrC₆H₄, 1H-indol-3-yl, etc.) from alcs., malanonitrile and 2-naphthalenol is reported. Addnl. chromenecarbonitriles from resorcinol and 4-hydroxy-2-chromenones were also reported. These novel 2-amino-chromene-3-carbonitriles showed cytotoxicity in human acute myeloid leukemia (AML) cell lines. Compound I (R¹ = 2,6-Cl₂C₆H₃) was found to be the most bioactive, decreasing growth and increasing apoptosis of AML cells and moreover, it (at a concentration of 5 μM) increased the G2/M and sub-G1 (apoptosis) phases of AML cells and when the AML cells were treated with this compound it exhibited decreased levels of Bcl-2 and increased levels of caspase-9. In silico mol. interaction anal. showed that this compound shared a similar global binding motif with navitoclax (another small mol. that binds Bcl-2), however it occupies a smaller volume within the P2 hot spot of Bcl-2. The intermol. π-stacking interaction, direct electrostatic interactions, and docking energy predicted for I (R¹ = 2,6-Cl₂C₆H₃) in complex with Bcl-2 suggest a strong affinity of the complex, rendering it as a promising Bcl-2 inhibitor for evaluation as a new anticancer agent.

PLoS One 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, SDS of cas: 79047-41-9.

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

Shi, Yoa Jun published the artcileA practical synthesis of 2-butyl-4(5)-chloro-5(4)-hydroxymethyl-1H-imidazole, COA of Formula: C8H13ClN2O, the publication is Synthetic Communications (1993), 23(18), 2623-30, database is CAplus.

A practical process for the synthesis of 2-butyl-4-hydroxymethylimidazole (I, R = H) followed by silylation-chlorination-desilylation to provide chloroimidazole I (R = Cl) in an overall 71% yield has been developed.

Synthetic 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 C5H10O2S, COA of Formula: C8H13ClN2O.

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

Shi, Yoa Jun published the artcileA practical synthesis of 2-butyl-4(5)-chloro-5(4)-hydroxymethyl-1H-imidazole, COA of Formula: C8H13ClN2O, the publication is Synthetic Communications (1993), 23(18), 2623-30, database is CAplus.

A practical process for the synthesis of 2-butyl-4-hydroxymethylimidazole (I, R = H) followed by silylation-chlorination-desilylation to provide chloroimidazole I (R = Cl) in an overall 71% yield has been developed.

Synthetic 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 C5H10O2S, COA of Formula: C8H13ClN2O.

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

Hosadurga, K. Keerthy published the artcileSynthesis and characterization of novel 2-amino-chromene-nitriles that target Bcl-2 in acute myeloid leukemia cell lines, SDS of cas: 79047-41-9, the publication is PLoS One (2014), 9(9), e107118/1-e107118/11, 11 pp., database is CAplus and MEDLINE.

The anti-apoptotic protein Bcl-2 is a well-known and attractive therapeutic target for cancer. In the present study the solution-phase T3P-DMSO mediated efficient synthesis of 2-amino-chromene-3-carbonitriles I (R¹ = 3-O₂NC₆H₄, 4-BrC₆H₄, 1H-indol-3-yl, etc.) from alcs., malanonitrile and 2-naphthalenol is reported. Addnl. chromenecarbonitriles from resorcinol and 4-hydroxy-2-chromenones were also reported. These novel 2-amino-chromene-3-carbonitriles showed cytotoxicity in human acute myeloid leukemia (AML) cell lines. Compound I (R¹ = 2,6-Cl₂C₆H₃) was found to be the most bioactive, decreasing growth and increasing apoptosis of AML cells and moreover, it (at a concentration of 5 μM) increased the G2/M and sub-G1 (apoptosis) phases of AML cells and when the AML cells were treated with this compound it exhibited decreased levels of Bcl-2 and increased levels of caspase-9. In silico mol. interaction anal. showed that this compound shared a similar global binding motif with navitoclax (another small mol. that binds Bcl-2), however it occupies a smaller volume within the P2 hot spot of Bcl-2. The intermol. π-stacking interaction, direct electrostatic interactions, and docking energy predicted for I (R¹ = 2,6-Cl₂C₆H₃) in complex with Bcl-2 suggest a strong affinity of the complex, rendering it as a promising Bcl-2 inhibitor for evaluation as a new anticancer agent.

PLoS One 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, SDS of cas: 79047-41-9.

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