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[ CAS No. 946122-05-0 ] {[proInfo.proName]}

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Chemical Structure| 946122-05-0
Chemical Structure| 946122-05-0
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Product Details of [ 946122-05-0 ]

CAS No. :946122-05-0 MDL No. :MFCD07779492
Formula : C7H8BrNO Boiling Point : -
Linear Structure Formula :- InChI Key :JHLFDAZFHWATIS-UHFFFAOYSA-N
M.W : 202.05 Pubchem ID :53440895
Synonyms :

Calculated chemistry of [ 946122-05-0 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.14
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 2.0
Molar Refractivity : 44.67
TPSA : 46.25 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) : -6.4 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.76
Log Po/w (XLOGP3) : 1.6
Log Po/w (WLOGP) : 1.38
Log Po/w (MLOGP) : 1.64
Log Po/w (SILICOS-IT) : 1.63
Consensus Log Po/w : 1.6

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.48
Solubility : 0.671 mg/ml ; 0.00332 mol/l
Class : Soluble
Log S (Ali) : -2.18
Solubility : 1.33 mg/ml ; 0.00656 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.73
Solubility : 0.381 mg/ml ; 0.00188 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.22

Safety of [ 946122-05-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302+H312+H332-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 946122-05-0 ]

* 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.

  • Upstream synthesis route of [ 946122-05-0 ]
  • Downstream synthetic route of [ 946122-05-0 ]

[ 946122-05-0 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 22996-19-6 ]
  • [ 946122-05-0 ]
YieldReaction ConditionsOperation in experiment
90% With iron; ammonium chloride In ethanol; water at 75℃; for 1 h; Step 2. A mixture of (4-bromo-2-nitro-phenyl)-methanol (1.85 g, 7.97 mmol), iron powder (2.23 g, 39.9 mmol), ammonium chloride (213 mg, 3.99 mmol), ethanol (20 mL), and water (10 mL) was heated at 75° C. for 1 h, then after cooling filtered through a pad of diatomaceous earth. The filtrate was evaporated and the residue partitioned between ethyl acetate and water, the organic layer was washed with brine, dried (MgSO4), and evaporated to produce (2-amino-4-bromo-phenyl)-methanol (1.53 g, 90percent). Off-white solid, MS (EI)=201.0 (M+).
Reference: [1] Patent: US2007/191603, 2007, A1, . Location in patent: Page/Page column 40
  • 2
  • [ 135484-83-2 ]
  • [ 946122-05-0 ]
YieldReaction ConditionsOperation in experiment
74% With lithium aluminium tetrahydride In tetrahydrofuran at -10 - 20℃; Step 1: a solution of methyl 2-amino-4-bromobenzoate (500 mg, 2.17 mmol) in dry THF (10 mL) was cooled at -10°C. Then, a solution of lithium aluminium hydride (1 M in THF) (6.5 mL, 6.52 mmol) was added dropwise to the solution. The mixture was allowed to reach rt and the solution was stirred at rt overnight.The reaction was cooled down with a ice water bath and quenched with a mixture of MeOH and sat. solution of sodium potassium tartrate. The solution was stirred at rt for additional 6h. The reaction mixture was diluted with EtOAc/H20 and the two phases were separated. The organic layer was dried over Mg504, filtered and the solution was concentrated to dryness to afford (2-amino-4-bromophenyl)methanol Ex.44a (326 mg, 74percent) as sticky brown solid.
Reference: [1] Patent: WO2018/138359, 2018, A1, . Location in patent: Page/Page column 41; 61
[2] Journal of Organic Chemistry, 2014, vol. 79, # 3, p. 1235 - 1246
  • 3
  • [ 20776-50-5 ]
  • [ 946122-05-0 ]
Reference: [1] Angewandte Chemie, International Edition, 2014, vol. 53, # 36, p. 9603 - 9607,5[2] Angewandte Chemie, 2014, vol. 126, # 36, p. 9757 - 9761,5
  • 4
  • [ 946122-05-0 ]
  • [ 98-86-2 ]
  • [ 1203578-65-7 ]
YieldReaction ConditionsOperation in experiment
94% With [Cp*Ir(6,6’-dihydroxy-2,2’-bipyridine)(H2O)](SO3CF3)2; potassium hydroxide In water for 12 h; Reflux; Green chemistry Acetophenone (144 mg, 1.2 mmol),[Cp * Ir (6,6 '- (OH) 2bpy) (H2O)] [OTf] 2 (8.3mg, 0.01mmol, 1molpercent), potassium hydroxide (56mg, 1.0mmol, 1.0 equiv.),2-Amino-4-bromobenzyl alcohol (201 mg, 1.0 mmol) and water (1 mL) were sequentially added to a 5 mL round bottom flask. After the reaction mixture was refluxed in air for 12 hours,Cool to room temperature. It was extracted with ethyl acetate, the solvent was removed by rotary evaporation and then purified by column chromatography (developing solvent: petroleum ether / acetic acidEthyl ester) to give the pure target compound in a yield of 94percent
Reference: [1] Patent: CN107400084, 2017, A, . Location in patent: Paragraph 0141; 0142; 0143
[2] Organic Letters, 2016, vol. 18, # 15, p. 3558 - 3561
[3] Organic and Biomolecular Chemistry, 2018, vol. 16, # 2, p. 274 - 284
  • 5
  • [ 946122-05-0 ]
  • [ 98-85-1 ]
  • [ 1203578-65-7 ]
Reference: [1] Organic and Biomolecular Chemistry, 2018, vol. 16, # 2, p. 274 - 284
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