天堂网亚洲,天天操天天搞,91视频高清,菠萝蜜视频在线观看入口,美女视频性感美女视频,95丝袜美女视频国产,超高清美女视频图片

Home Cart 0 Sign in  

[ CAS No. 150058-27-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 150058-27-8
Chemical Structure| 150058-27-8
Structure of 150058-27-8 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 150058-27-8 ]

Related Doc. of [ 150058-27-8 ]

Alternatived Products of [ 150058-27-8 ]
Product Citations

Product Details of [ 150058-27-8 ]

CAS No. :150058-27-8 MDL No. :MFCD14636510
Formula : C11H12N2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :MOPLKVMMSFGZIR-UHFFFAOYSA-N
M.W : 220.23 Pubchem ID :15654707
Synonyms :

Calculated chemistry of [ 150058-27-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.27
Num. rotatable bonds : 4
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 58.67
TPSA : 64.21 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.22 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.27
Log Po/w (XLOGP3) : 2.01
Log Po/w (WLOGP) : 1.75
Log Po/w (MLOGP) : 1.34
Log Po/w (SILICOS-IT) : 2.19
Consensus Log Po/w : 1.91

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.62
Solubility : 0.524 mg/ml ; 0.00238 mol/l
Class : Soluble
Log S (Ali) : -2.99
Solubility : 0.228 mg/ml ; 0.00103 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.53
Solubility : 0.0654 mg/ml ; 0.000297 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.19

Safety of [ 150058-27-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 150058-27-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 150058-27-8 ]

[ 150058-27-8 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 78-09-1 ]
  • [ 107582-20-7 ]
  • [ 150058-27-8 ]
YieldReaction ConditionsOperation in experiment
83.1% In acetic acid; at 25 - 35℃; for 2 - 3h; Methyl 2-amino-3-nitrobenzoate (150.0 grams, 0.765 moles) was placed inan autoclave vessel and 1000 mlof ethyl acetate and 75 grams of Raney nickelwere added to the vessel and stirred under a 2-3 kg/cm2 hydrogen pressure for12-15 hours. The catalyst was removed by filtration, and the ethyl acetate wasevaporated under reduced pressure. Acetic acid (170 ml) was added to theresidue, and 180 grams of tetraethylorthocarbonate was slowly added at 25-35°C.The reaction mass was stirred for 2-3 hours, and water (750 ml) was added afterthe reaction mass was cooled to 10°C. The solid was filtered, washed with 150 mlof water, and dried at 50-60°C to get 140 grams (83.1 percent) of methyl 2-ethoxybenzimidazole-7-carboxylate.; 150 grams of 2-Amino-3-nitro-benzoic acid methylester, Raney nickel (75grams), ethyl acetate (1 litre) were charged in an autoclave vessel. 3.0kg/cm2 ofdry hydrogen gas was passed into the reaction suspension for about 20-25 hoursunder agitation. Reaction mass was filtered on celite, followed by washing thecelite with 150 ml of ethyl acetate. Solvent was removed completely from thefiltrate at about 45-50°C by distillation. 171 ml of acetic acid was charged andtetraethylorthocarbonate (180 grams) was added over about 30-45 minutes.Reaction mass was maintained for about 1-3 hours and was cooled to about 0-5°C. 750 ml of water was added over about 15-30 minutes and the separatedsolid was filtered and washed with 150 ml water, followed by 150 ml of ethylacetate. Solid obtained was dried at about 55-65°C for about 10-12 hours to yield140 grams of 2-Ethoxy-3H-benzoimidazole-4-carboxylic acid methylestercompound of Formula (IV).
With acetic acid; at 25 - 30℃; (1) Add 120 g of AM5 and 300 ml of glacial acetic acid to the reaction flask.The original tetraethyl carbonate 185g.(2) The reaction is warmed up to 25 to 30°C for 2 to 3 hours. The reaction conditions of the raw materials are observed by spotting until the basic reaction of the raw materials is complete.(3) After the reaction, the water is slowly cooled to 5-10 DEG C and stirred for 2 hours. The mixture is suction filtered, and the solid is washed with water twice and dried to obtain methyl 2-ethoxybenzimidazole-7-carboxylate as a product.
  • 2
  • [ 150058-27-8 ]
  • [ 114772-54-2 ]
  • [ 139481-44-0 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In methanol; at 50 - 55℃; for 24h; To 80.0 grams (0.363 moles) of methyl 2-ethoxybenzimidazole-7-carboxylate were added 400 ml of methanol, 99 grams of potassium carbonateand 94 grams of 4-bromomethyl-2'-cyanobiphenyl, and the resulting mixture wasstirred at ambient temperature for 24 hours. The reaction mass was quenchedwith chilled 2400 ml of water, filtered and washed with 160ml of water. The wetsolid was washed with 370 ml of hot ethyl acetate, and then dried at 50-60°C toget 105.0 grams of methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-7-carboxylate, substantially free from methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-4-carboxylate.;150 g of 2-ethoxy-3H-benzoimidazole-4-carboxylic acid methyl ester, 750 ml.of methanol, 231.8 g of 4'-Bromomethyl-biphenyl-2-carbonitrile and 235.2 g ofpotassium carbonate were charged in a four neck round bottom flask equippedwith a half moon shaped Teflon type blade. The reaction mixture was heated toabout 50-55°C and was maintained under stirring for about 3-4 hours. Cooled thereaction mixture to about 25-35°C. Charged 6 liters of water in a four neck roundflask followed by cooling to about 0-5°C.The reaction mass was added to thewater under stirring over about 10-30 minutes under stirring and was stirredfurther for about 1-2 hours. Separated solid was filtered and washed with 300 ml.of water. The wet compound was charged in a four neck round bottom flask followed by charging 2250 ml of ethyl acetate. Reaction suspension was heated toabout 70-75°C and was stirred for about 30-45 minutes. Reaction suspension wascooled to about 0-5°C and was stirred for about 1-2 hours. Separated solid wasfiltered and washed with 150 ml of ethyl acetate. Solid obtained was dried at about60-65°C for about 3-5 hours to yield 177 g of title compound of Formula (V);
With potassium carbonate; In acetone;Reflux; To a 500 mL flask was added 200 mL of acetone,Ethoxybenzimidazole-7-carboxylate (XIII, 22.0 g,0.10 mol),K2CO3 (17.9 g, 0.13 mol) and 4-bromomethyl-2'-cyanobiphenyl (28.6 g, 0.105 mol).The temperature was raised to reflux and reaction was complete until TLC disappeared (about 5 to 8 hours).
  • 3
  • [ 150058-27-8 ]
  • 1-benzyl-5-[4'-(chloromethyl)biphenyl-2-yl]-1H-tetrazole [ No CAS ]
  • [ 1215298-35-3 ]
  • C32H29N6O3(1+) [ No CAS ]
  • 4
  • [ 150058-27-8 ]
  • 1-benzyl-5-[4'-(chloromethyl)biphenyl-2-yl]-1H-tetrazole [ No CAS ]
  • [ 101-83-7 ]
  • C31H26N6O3*C12H23N [ No CAS ]
  • 5
  • [ 150058-27-8 ]
  • 1-benzyl-5-[4'-(chloromethyl)biphenyl-2-yl]-1H-tetrazole [ No CAS ]
  • [ 1215298-35-3 ]
  • C32H28N6O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
BIM (20 g, 1 eq) was dissolved in dimethylacetamide:methanol [(1:4), (100 mL, 5 vol)], potassium carbonate (18.8 g, 1.5 eq) was added thereto, and the mixture was stirred at 25°C - 30°C for 15 min. Furthermore, BCL (34.4 g, 1.05 eq) and tetrabutylammonium iodide (1.67 g, 0.05 eq) were added thereto, and the mixture was stirred at the same temperature for 26 hr. Using TLC (TLC: 40percent ethyl acetate/hexane, detection method: UV), complete consumption of BIM was confirmed. To the reaction mixture was added water (200 mL, 10 vol), the mixture was stirred for 2 hr, and the precipitated pink solid was filtered. The obtained solid was washed with water (40 mL, 2 vol), dried with suction for 15 min, and blast dried at 50°C - 55°C for 4 hr to give a mixture of crude CBME and compound 37 (49 g, CBME:compound 37=6:1 (molar ratio)). The crude product was directly used for the next step (4).
  • 6
  • [ 150058-27-8 ]
  • 1-benzyl-5-[4'-(chloromethyl)biphenyl-2-yl]-1H-tetrazole [ No CAS ]
  • 1-({4-[2-(1-benzyl-1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-2-ethoxy-1H-1,3-benzodiazole-7-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% To the crude CBME (20 g, 1 eq) obtained in the above-mentioned (3) were added methanol:water [(1:1) (160 mL)] and sodium hydroxide (4.4 g, 3 eq) at 25°C - 30°C, and the reaction mixture was stirred at 75°C - 80°C for 4 hr. Using TLC (TLC: 40percent ethyl acetate/hexane, detection method: UV), complete consumption of CBME was confirmed. The reaction mixture was cooled to 25°C - 30°C, and the organic solvent was evaporated under reduced pressure at 40°C - 45°C. To the concentrated residue was added water (200 mL, 10 vol), and the aqueous layer was washed with t-butyl methyl ether (100 mL, 2×5 vol). The aqueous layer was adjusted to pH 5.5 - 6.5 by adding acetic acid (6 mL, 0.3 vol), the obtained slurry was stirred at 25°C-30°C for 1 hr, and the precipitated solid was filtered. The solid was washed with water (40 mL, 2 vol), dried with suction for 15 min, and further dried at 50°C - 55°C for 4 hr to give crude CBCA (16 g). [0327] To the obtained crude CBCA (16 g) were added ethyl acetate (160 mL, 10 vol) and dicyclohexylamine (DCHA) (8.2 g, 1.5 eq), and the mixture was stirred at 25°C - 30°C for 2 hr. The precipitated solid was filtered, washed with ethyl acetate (80 mL, 5 vol), dried with suction for 15 min, and further blast dried at 50°C - 55°C for 4 hr to give a DCHA salt (16 g) of CBCA. To the salt was added isopropyl alcohol (192 mL, 12 vol) at 25°C - 30°C, and the salt was dissolved by heating to 75°C - 85°C, and the mixture was stirred for 15 min. Thereafter, the reaction mixture was cooled to 25°C - 30°C, and stirred at the same temperature for 2 hr. The precipitated solid was filtered, washed with isopropyl alcohol (32 mL, 2 vol), dried with suction for 15 min, and further blast dried at 50°C - 55°C for 4 hr to give a pure DCHA salt (13 g) of CBCA. To this salt was added 25percent aqueous sodium hydroxide solution (120 mL, 10 vol) at 25°C - 30°C, and the mixture was stirred for 15 min, adjusted to pH 5.5 - 6.5 by adding acetic acid (5.8 mL, 0.48 vol), and extracted with methylene chloride (120 mL, 2×5 vol). The extract was combined with the organic layer, and the mixture was washed with water (120 mL, 2×5 vol) and further with saturated brine (60 mL, 5 vol). The organic layer was dried over sodium sulfate, and concentrated under reduced pressure at 40°C - 45°C to give CBCA (9 g, 47percent from BCL).
  • 7
  • [ 150058-27-8 ]
  • 1-benzyl-5-[4'-(bromomethyl)biphenyl-2-yl]-1H-tetrazole [ No CAS ]
  • [ 1215298-35-3 ]
  • C32H28N6O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
44.5% With potassium carbonate; In methanol; N,N-dimethyl acetamide; at 25 - 30℃; for 24h; Example 7-3 (0446) (0447) Dimethylacetamide (1 mL, 1 vol), methanol (4 mL, 4 vol), BIM (1 g, 1 equivalent) and potassium carbonate (1.56 g, 2.5 equivalents) were charged in a two-neck flask at 25° C.-30° C. The reaction mixture was stirred at 25° C.-30° C. for 15 min, and BBR (1.93 g, 1.05 equivalents) was gradually added. The reaction mixture was stirred at 25° C.-30° C. for 24 hr. The degree of progression of the reaction was checked by TLC (TLC eluent: 40percent ethyl acetate/hexane, detection method: UV). After BBR was completely consumed, water (10 mL, 10 vol) was added to the reaction mixture, and the mixture was stirred for 1 hr. The precipitated solid was filtered, washed with water (3 mL, 3 vol), and dried with suction for 15 min. The obtained solid was blast-dried at 50° C.-55° C. for 4 hr to give crude CBME (2.3 g, yield 93.1percent, HPLC purity: 74.80 area percent) as a pink solid. (0448) To the above-mentioned pink solid was added MTBE (8.0 mL, 8 vol), and the mixture was stirred at 25° C.-30° C. for 1 hr. The precipitated solid was filtered, washed with t-butyl methyl ether (4.0 mL, 4 vol), and dried with suction for 15 min. The obtained solid was blast-dried at 50° C.-55° C. for 4 hr to give CBME as a pink solid (1.7 g, yield 68.8percent, HPLC purity: 88.47 area percent). (0449) To this pink solid was added acetone (10 mL, 10 vol), and the obtained solution was heated to 50° C.-55° C. Water (5.0 mL, 5 vol) was added, and the mixture was stirred at 50° C.-55° C. for 30 min and at 0° C.-5° C. for 45 min. The precipitated solid was collected by filtration and washed with water (2.0 mL, 2 vol). The obtained solid was dried with suction and blast-dried at 50° C.-55° C. for 4 hr to give CBME (1.5 g, yield 60.7percent, HPLC purity: 95.66 area percent). (0450) The steps after acetone addition were performed once again to obtain CBME (1.1 g, yield 44.5percent, HPLC purity: 97.64 area percent).
  • 8
  • [ 150058-27-8 ]
  • [ 1234834-29-7 ]
YieldReaction ConditionsOperation in experiment
92% With methanol; sodium hydroxide;Reflux; The 44g intermediate 2-ethoxy -1H-benzimidazole-7-carboxylic acid methyl ester and 300 ml of methanol are added to a reaction flask, opening stirring, add 120g10percent sodium hydroxide solution, to return thermal insulation reaction, with used in HPLC. After the reaction is complete, cooling to 15-25°C, dropwise 10percent dilute hydrochloric acid, to pH adjusting 1-2, stirring the accent finishes 1h, filtering, used 30 ml purified water washing, filtering to dry, for 55-65 °C reduced-pressure drying to the stem, be 2-ethoxy -3H-benzimidazole-7-carboxylic acid 37.9g, yield 92.0percent, purity 98.3percent
  • 9
  • [ 150058-27-8 ]
  • [ 863031-21-4 ]
  • 10
  • [ 150058-27-8 ]
  • azilsartan medoxomil monopotassium salt [ No CAS ]
Recommend Products
Same Skeleton Products

Technical Information

Historical Records

Pharmaceutical Intermediates of
[ 150058-27-8 ]

Azilsartan Related Intermediates

Chemical Structure| 147403-52-9

[ 147403-52-9 ]

Methyl 2-ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

Chemical Structure| 1403474-70-3

[ 1403474-70-3 ]

Ethyl 2-ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

Chemical Structure| 139481-41-7

[ 139481-41-7 ]

Ethyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Chemical Structure| 139481-28-0

[ 139481-28-0 ]

Methyl 2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)-3-nitrobenzoate

Chemical Structure| 114772-53-1

[ 114772-53-1 ]

4'-Methyl-[1,1'-biphenyl]-2-carbonitrile

Related Functional Groups of
[ 150058-27-8 ]

Ethers

Chemical Structure| 139481-44-0

[ 139481-44-0 ]

Methyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.82

Chemical Structure| 139481-41-7

[ 139481-41-7 ]

Ethyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.80

Chemical Structure| 147403-65-4

[ 147403-65-4 ]

Methyl 2-ethoxy-1-((2'-(N-hydroxycarbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.77

Chemical Structure| 147403-52-9

[ 147403-52-9 ]

Methyl 2-ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.65

Chemical Structure| 1403474-70-3

[ 1403474-70-3 ]

Ethyl 2-ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.64

Esters

Chemical Structure| 37619-25-3

[ 37619-25-3 ]

Methyl 1H-benzo[d]imidazole-4-carboxylate

Similarity: 0.85

Chemical Structure| 167487-83-4

[ 167487-83-4 ]

Ethyl 1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.83

Chemical Structure| 139481-44-0

[ 139481-44-0 ]

Methyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.82

Chemical Structure| 139481-41-7

[ 139481-41-7 ]

Ethyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.80

Chemical Structure| 131020-50-3

[ 131020-50-3 ]

Methyl 1-methyl-1H-benzo[d]Imidazole-6-carboxylate

Similarity: 0.78

Related Parent Nucleus of
[ 150058-27-8 ]

Benzimidazoles

Chemical Structure| 37619-25-3

[ 37619-25-3 ]

Methyl 1H-benzo[d]imidazole-4-carboxylate

Similarity: 0.85

Chemical Structure| 167487-83-4

[ 167487-83-4 ]

Ethyl 1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.83

Chemical Structure| 139481-44-0

[ 139481-44-0 ]

Methyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.82

Chemical Structure| 139481-41-7

[ 139481-41-7 ]

Ethyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Similarity: 0.80

Chemical Structure| 131020-50-3

[ 131020-50-3 ]

Methyl 1-methyl-1H-benzo[d]Imidazole-6-carboxylate

Similarity: 0.78

; ;