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[ CAS No. 75291-85-9 ] {[proInfo.proName]}

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Chemical Structure| 75291-85-9
Chemical Structure| 75291-85-9
Structure of 75291-85-9 * Storage: {[proInfo.prStorage]}
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Product Details of [ 75291-85-9 ]

CAS No. :75291-85-9 MDL No. :MFCD13176452
Formula : C6H4BrClN2O Boiling Point : -
Linear Structure Formula :- InChI Key :NFUOTGWWIKJNQL-UHFFFAOYSA-N
M.W : 235.47 Pubchem ID :12629794
Synonyms :

Calculated chemistry of [ 75291-85-9 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 45.04
TPSA : 55.98 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.76 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.43
Log Po/w (XLOGP3) : 1.38
Log Po/w (WLOGP) : 1.6
Log Po/w (MLOGP) : 0.95
Log Po/w (SILICOS-IT) : 1.84
Consensus Log Po/w : 1.44

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.51
Solubility : 0.733 mg/ml ; 0.00311 mol/l
Class : Soluble
Log S (Ali) : -2.16
Solubility : 1.63 mg/ml ; 0.00694 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.09
Solubility : 0.191 mg/ml ; 0.000813 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.69

Safety of [ 75291-85-9 ]

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 [ 75291-85-9 ]

* 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 [ 75291-85-9 ]
  • Downstream synthetic route of [ 75291-85-9 ]

[ 75291-85-9 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 7664-41-7 ]
  • [ 29241-65-4 ]
  • [ 75291-85-9 ]
YieldReaction ConditionsOperation in experiment
82%
Stage #1: With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3 h;
Stage #2: at -10 - 20℃; for 18 h;
Preparation 1775-Bromo-2-chloronicotinamide To a suspension of 5-bromo-2-chloronicotinic acid (20 g, 84.6 mmol) and oxalyl chloride (12.9 g,101.5 mmol) in DCM (500 mL) was added DMF (618 mg, 8.46 mmol) at room temperature. Thereaction effervesced and was stirred for 3 hours before concentrating to half volume in vacuo. The resulting solution was added carefully to a solution of 7N methanolic ammonia (50 mL) in DCM (200 mL) at -10°C, and the reaction was stirred for 18 hours at room temperature. The reaction was concentrated in vacuo, diluted with EtOAc (1 L), washed with water (500 mL), dried over sodium sulphate and concentrated in vacuo. The residue was triturated with cold DCM (200mL) to afford the title compound as a colourless solid (16.3 g, 82percent). 1H NMR (400 MHz, DMSO-d6): O ppm 7.81 (s, 1H), 8.08 (s, 1H), 8.21 (d, 1H), 8.63 (d, 1H).
Reference: [1] Patent: WO2015/92610, 2015, A1, . Location in patent: Page/Page column 187; 188
  • 2
  • [ 78686-86-9 ]
  • [ 75291-85-9 ]
Reference: [1] Patent: US2007/78140, 2007, A1, . Location in patent: Page/Page column 40-41
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