Home Cart 0 Sign in  
X

[ CAS No. 176718-54-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 176718-54-0
Chemical Structure| 176718-54-0
Chemical Structure| 176718-54-0
Structure of 176718-54-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 176718-54-0 ]

Related Doc. of [ 176718-54-0 ]

Alternatived Products of [ 176718-54-0 ]

Product Details of [ 176718-54-0 ]

CAS No. :176718-54-0 MDL No. :MFCD22570412
Formula : C8H7BrN2O Boiling Point : -
Linear Structure Formula :- InChI Key :LTAUXXMHNXMZJB-UHFFFAOYSA-N
M.W : 227.06 Pubchem ID :10846901
Synonyms :

Calculated chemistry of [ 176718-54-0 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 49.75
TPSA : 59.04 Ų

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) : -6.14 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.94
Log Po/w (XLOGP3) : 2.17
Log Po/w (WLOGP) : 1.92
Log Po/w (MLOGP) : 1.25
Log Po/w (SILICOS-IT) : 1.76
Consensus Log Po/w : 1.81

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.92
Solubility : 0.274 mg/ml ; 0.00121 mol/l
Class : Soluble
Log S (Ali) : -3.04
Solubility : 0.206 mg/ml ; 0.000906 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.11
Solubility : 0.175 mg/ml ; 0.000773 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.85

Safety of [ 176718-54-0 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P264-P270-P280-P301+P310+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P405-P501 UN#:3439
Hazard Statements:H301-H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 176718-54-0 ]

* 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 [ 176718-54-0 ]

[ 176718-54-0 ] Synthesis Path-Downstream   1~24

  • 2
  • [ 176718-54-0 ]
  • [ 176718-55-1 ]
YieldReaction ConditionsOperation in experiment
72.6% With boron tribromide In dichloromethane Ambient temperature;
  • 3
  • [ 99595-85-4 ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 74.5 percent / SOCl2 / tetrahydrofuran / Ambient temperature 2: 87.5 percent / H2 / 10percent Pd/C / ethyl acetate / 2 h / 760 Torr 3: 78.6 percent / NBS / dimethylformamide / 1 h / Ambient temperature
  • 4
  • [ 4920-80-3 ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: SOCl2 / CH2Cl2 / 2 h / Heating 2: aq. NH3 / tetrahydrofuran / 0.5 h / Ambient temperature 3: 74.5 percent / SOCl2 / tetrahydrofuran / Ambient temperature 4: 87.5 percent / H2 / 10percent Pd/C / ethyl acetate / 2 h / 760 Torr 5: 78.6 percent / NBS / dimethylformamide / 1 h / Ambient temperature
  • 5
  • [ 15865-57-3 ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: aq. NH3 / tetrahydrofuran / 0.5 h / Ambient temperature 2: 74.5 percent / SOCl2 / tetrahydrofuran / Ambient temperature 3: 87.5 percent / H2 / 10percent Pd/C / ethyl acetate / 2 h / 760 Torr 4: 78.6 percent / NBS / dimethylformamide / 1 h / Ambient temperature
  • 6
  • [ 142596-50-7 ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 87.5 percent / H2 / 10percent Pd/C / ethyl acetate / 2 h / 760 Torr 2: 78.6 percent / NBS / dimethylformamide / 1 h / Ambient temperature
  • 7
  • [ 176718-54-0 ]
  • sodium 2-amino-5-bromo-3-cyanophenyl sulfate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 72.6 percent / BBr3 / CH2Cl2 / Ambient temperature 2: 49.7 percent / SO3*NMe3, NaOH, NaHCO3 / H2O / 72 h / Ambient temperature
  • 8
  • 2-methylpropyl zinc bromide [ No CAS ]
  • [ 176718-54-0 ]
  • [ 943247-84-5 ]
YieldReaction ConditionsOperation in experiment
97% In tetrahydrofuran at 20℃; for 2h; 36 Example 36: 5-Isobutyl-7-methoxy-N-l,3-thiazol-2-yl-lH-indazol-3-amineI) NaNO2, cone. HCI2J SnCI2 [0378] To a stirred solution of 2-amino-5-bromo-3-methoxybenzonitrile (3.41 g, 15 mmol) in THF (60 mL) were added l,l'-bis(diphenylphosphino)ferrocenedichloro palladium (1.23 g, 1.5 mmol), and 2-methyIpropylzinc bromide (0.5 M in THF, 75 mL, 37.5 mmol) at room temperature under nitrogen atmosphere, and the mixture was stirred for 2 h. To the mixture was added H2O, and the insoluble material was removed by filtration and washed with EtOAc. The organic layer of the filtrate was separated, washed with H2O and brine, dried (MgSO4), filtered, and concentrated in vacuo. Purification by silica gel chromatography (hexane:EtOAc=10:l to 5:1) gave 2.977 g (97%) of 2-amino-5-isobutyl-3- methoxybenzonitrile (compound 36A) as a light yellow oil. 1H NMR (300 MHz, CDCl3) δ 0.88 (d, 6H, 7=6.82 Hz) 1.69 - 1.90 (m, IH) 2.35 (d, 2H, 7=7.19 Hz) 3.86 (s, 3H) 4.43 (brs, 2H) 6.68 (d, IH, 7=1.51 Hz) 6.76 (d, IH, 7=1.89 Hz). MS (ES) [m+H] calc'd for C12Hi6N2O, 205; found 205.[0379] 5-Isobutyl-7-methoxy-lH-indazol-3-amine (compound 36B) was prepared in 94% yield from 2-amino-5-isobutyl-3-methoxybenzonitrile according to a procedure analogous to that outlined in Example 28. 1H NMR (300 MHz, DMSO-cfe) δ 0.88 (d, 6H, 7=6.44 Hz) 1.77 - 1.95 (m, IH) 2.46 (d, 2H, 7=7.19 Hz) 3.86 (s, 3H) 5.1 1 (s, 2H) 6.54 (s, IH) 6.97 (s, IH) 11.34 (s, IH). MS (ES) [m+H] calc'd for Ci2H17N3O, 220; found 220. [0380] iV-(5-Isobutyl-7-methoxy-lH-indazol-3-yl)thiourea (compound 36C) was prepared in 96% yield from 5-isobutyl-7-methoxy-lH-indazol-3-arnine according to a procedure analogous to that outlined in Example 9. 1H NMR (300 MHz, DMSO-^6) δ 0.90 (d, 6H, 7=6.44 Hz) 1.82 - 1.97 (m, IH) 2.44 - 2.52 (m, 2H) 3.92 (s, 3H) 6.70 (s, IH) 7.52 (s, IH) 8.63 (brs, IH) 9.21 (brs, IH) 10.66 (s, IH) 12.74 (s, IH). MS (ES) [m+H] calc'd forCi3Hi8N4OS, 279; found 279. " [0381] The title compound was prepared in 47% yield from N-(5-isobutyl-7-methoxy-lH- indazol-3-yl)thiourea according to a procedure analogous to that outlined in Example 28. 1H NMR (300 MHz, DMSOd6) δ 0.90 (d, 6H, 7=6.44 Hz) 1.81 - 1.97 (m, IH) 2.49 - 2.50 (m, 2H) 3.92 (s, 3H) 6.68 (s, IH) 6.95 (d, IH, 7=3.79 Hz) 7.32 (d, IH, 7=3.79 Hz) 7.41 (s, IH) 1 1.08 (brs, IH) 12.36 (s, IH). MS (ES) [m+H] calc'd for C15H18N4OS, 303; found 303.
97% Stage #1: 2-methylpropyl zinc bromide; 2-amino-3-methoxy-5-bromobenzonitrile In tetrahydrofuran at 20℃; for 2h; Stage #2: With water In tetrahydrofuran 100 To a tetrahydrofuran solution (60 mL) of 2-amino-5-bromo- 3-methoxybenzonitrile (3.41 g) and 1,1'- bis (diphenylphosphino) ferrocenepalladium(II) dichloromethane complex (3.41 g) was added dropwise 2-methylpropylzinc bromide (0.5M tetrahydrofuran solution, 75 mL) at room temperature and the mixture was stirred for 2 hr. To the reaction mixture was added water, and the insoluble materials were filtered and washed with ethyl acetate. The organic layer in the mother liquor was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 10:1 - 5:1) to give the title compound (2.97 g, yield 97%) pale-yellow oil. MS: 205 (MH+) .
  • 9
  • [ 176718-54-0 ]
  • [ 1093965-94-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran / 2 h / 20 °C 2.1: boron tribromide / dichloromethane / 20 °C / Cooling with ice 2.2: Cooling with ice
  • 10
  • [ 176718-54-0 ]
  • [ 1093965-95-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran / 2 h / 20 °C 2.1: boron tribromide / dichloromethane / 20 °C / Cooling with ice 2.2: Cooling with ice 3.1: potassium carbonate / N,N-dimethyl-formamide / 50 °C
  • 11
  • [ 176718-54-0 ]
  • [ 1093965-96-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran / 2 h / 20 °C 2.1: boron tribromide / dichloromethane / 20 °C / Cooling with ice 2.2: Cooling with ice 3.1: potassium carbonate / N,N-dimethyl-formamide / 50 °C 4.1: hydrogenchloride; sodium nitrite / water / 0.75 h / -2 - 0 °C 4.2: 0 - 20 °C
  • 12
  • [ 176718-54-0 ]
  • [ 1093966-19-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran / 2 h / 20 °C 2.1: boron tribromide / dichloromethane / 20 °C / Cooling with ice 2.2: Cooling with ice 3.1: methanesulfonyl chloride; triethylamine / ethyl acetate / 1 h / Cooling with ice 3.2: 4 h / 80 °C
  • 13
  • [ 176718-54-0 ]
  • C46H60N2O4Si2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: sodium nitrite; hydrogenchloride / water / 0.5 h / 0 °C 1.2: 20 h / 0 - 20 °C 2.1: boron tribromide / toluene / 24 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 4.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine / 27 h / Reflux; Inert atmosphere 5.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; toluene; ethanol / 20 h / Inert atmosphere; Reflux
  • 14
  • [ 176718-54-0 ]
  • C8H5BrINO [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% Stage #1: 2-amino-3-methoxy-5-bromobenzonitrile With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: With potassium iodide In water at 0 - 20℃; for 20h;
  • 16
  • [ 176718-54-0 ]
  • C9H7BrINO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium nitrite; hydrogenchloride / water / 0.5 h / 0 °C 1.2: 20 h / 0 - 20 °C 2.1: boron tribromide / toluene / 24 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
  • 17
  • [ 176718-54-0 ]
  • C20H28BrNO2Si [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: sodium nitrite; hydrogenchloride / water / 0.5 h / 0 °C 1.2: 20 h / 0 - 20 °C 2.1: boron tribromide / toluene / 24 h / Reflux 3.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 4.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine / 27 h / Reflux; Inert atmosphere
  • 18
  • [ 321-23-3 ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 8 steps 1.1: 3 h / 60 °C 2.1: acetic acid; iron / ethanol; water / 6 h / 80 °C 3.1: sodium sulfate; hydrogenchloride / water; 1,4-dioxane / 0.17 h / 50 °C 3.2: 6 h / 80 °C 4.1: sulfuric acid / 1 h / 40 °C 5.1: sodium hydroxide; dihydrogen peroxide / 1 h / 60 °C 6.1: thionyl chloride / chloroform / 3 h / 60 °C 7.1: ammonium hydroxide / 0.5 h / 20 °C 8.1: phosphorus pentoxide / toluene / 1 h / 110 °C
  • 19
  • [ 103966-66-1 ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1.1: acetic acid; iron / ethanol; water / 6 h / 80 °C 2.1: sodium sulfate; hydrogenchloride / water; 1,4-dioxane / 0.17 h / 50 °C 2.2: 6 h / 80 °C 3.1: sulfuric acid / 1 h / 40 °C 4.1: sodium hydroxide; dihydrogen peroxide / 1 h / 60 °C 5.1: thionyl chloride / chloroform / 3 h / 60 °C 6.1: ammonium hydroxide / 0.5 h / 20 °C 7.1: phosphorus pentoxide / toluene / 1 h / 110 °C
  • 20
  • [ 59557-91-4 ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: sodium sulfate; hydrogenchloride / water; 1,4-dioxane / 0.17 h / 50 °C 1.2: 6 h / 80 °C 2.1: sulfuric acid / 1 h / 40 °C 3.1: sodium hydroxide; dihydrogen peroxide / 1 h / 60 °C 4.1: thionyl chloride / chloroform / 3 h / 60 °C 5.1: ammonium hydroxide / 0.5 h / 20 °C 6.1: phosphorus pentoxide / toluene / 1 h / 110 °C
  • 21
  • N-(4-bromo-2-methoxyphenyl)-2-(hydroxyimino)acetamide [ No CAS ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: sulfuric acid / 1 h / 40 °C 2: sodium hydroxide; dihydrogen peroxide / 1 h / 60 °C 3: thionyl chloride / chloroform / 3 h / 60 °C 4: ammonium hydroxide / 0.5 h / 20 °C 5: phosphorus pentoxide / toluene / 1 h / 110 °C
  • 22
  • 5-bromo-7-methoxyindoline-2,3-dione [ No CAS ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: sodium hydroxide; dihydrogen peroxide / 1 h / 60 °C 2: thionyl chloride / chloroform / 3 h / 60 °C 3: ammonium hydroxide / 0.5 h / 20 °C 4: phosphorus pentoxide / toluene / 1 h / 110 °C
  • 23
  • [ 864293-44-7 ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: thionyl chloride / chloroform / 3 h / 60 °C 2: ammonium hydroxide / 0.5 h / 20 °C 3: phosphorus pentoxide / toluene / 1 h / 110 °C
  • 24
  • [ 1227361-07-0 ]
  • [ 176718-54-0 ]
YieldReaction ConditionsOperation in experiment
93.1% With phosphorus pentoxide In toluene at 110℃; for 1h; 1.8; 2.8; 3.8 (4) Synthesis of compound I Add 80g (326.5mmol) of compound IX, 400ml of toluene, 232g (1632.5mmol) of phosphorus pentoxide into the reaction flask, heat at 110°C and reflux for 1h, and follow the reaction by HPLC until the reaction of compound IX is complete; quench into 400ml of ice water and separate into layers , The organic phase was concentrated to dryness, methanol beating, the solid was filtered, and dried to obtain 69 g of compound I. The molar yield was 93.1%.
Same Skeleton Products
Historical Records