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[ CAS No. 36255-44-4 ] {[proInfo.proName]}

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Chemical Structure| 36255-44-4
Chemical Structure| 36255-44-4
Structure of 36255-44-4 * Storage: {[proInfo.prStorage]}

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Product Details of [ 36255-44-4 ]

CAS No. :36255-44-4 MDL No. :MFCD00013245
Formula : C5H11BrO2 Boiling Point : -
Linear Structure Formula :BrCH2CH2CH(OCH3)2 InChI Key :ODZZAIFAQLODKN-UHFFFAOYSA-N
M.W : 183.04 Pubchem ID :118932
Synonyms :

Calculated chemistry of [ 36255-44-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 4
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 36.19
TPSA : 18.46 ?2

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) : -6.56 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.23
Log Po/w (XLOGP3) : 1.21
Log Po/w (WLOGP) : 1.39
Log Po/w (MLOGP) : 1.19
Log Po/w (SILICOS-IT) : 1.17
Consensus Log Po/w : 1.44

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.47
Solubility : 6.16 mg/ml ; 0.0336 mol/l
Class : Very soluble
Log S (Ali) : -1.19
Solubility : 11.7 mg/ml ; 0.0639 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.85
Solubility : 2.61 mg/ml ; 0.0143 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.47

Safety of [ 36255-44-4 ]

Signal Word:Danger Class:3
Precautionary Statements:P261-P305+P351+P338 UN#:1993
Hazard Statements:H225-H315-H319-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 36255-44-4 ]

* 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 [ 36255-44-4 ]

[ 36255-44-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 36255-44-4 ]
  • [ 93247-78-0 ]
  • [ 1262419-90-8 ]
YieldReaction ConditionsOperation in experiment
92% Step A: To a stirred solution of methyl lH-indole-7-carboxylate (3.3 g,18.8 mmol) in DMSO (18 mL) was added potassium ter/-butoxide (2.1 g, 18.8 mmol) in portions. After stirring at room temperature for 1 h, a solution of 3-bromo-l ,l- dimethoxypropane (1O g, 54.6 mmol) and potassium iodide (188 mg, 1.1 mmol) in DMSO (15 mL) was added and the mixture was stirred for 15 h. The reaction was quenched with saturated aqueous ammonium chloride and adjusted to pEta 6. The aqueous phase was extracted with ethyl acetate (3x) and the combined extracts were washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purified by column chromatography (silica gel, 90: 10 hexanes/ethyl acetate) to give methyl l-(3,3- dimethoxypropyl)-lH-indole-7-carboxylate (4.8 g, 92percent) as a light yellow oil: 1H NMR (500 MHz, CDCl3) delta 7.79 (d, J = 7.5 Hz, 1 H), 7.68 (d, J = 7.5 Hz, 1 H), 7.12 (d, J = 3.0 Hz, I H), 7.1 1 (t, J = 7.5 Hz, I H), 6.56 (d, J = 3.5 Hz, I H), 4.49 (t, J= 7.0 Hz, 2H), 4.09 (t, J= 6.0 Hz, IH), 3.97 (s, 3H), 3.25 (s, 6H), 1.97 (q, J= 6.0 Hz, 2H).
  • 2
  • [ 55687-30-4 ]
  • [ 36255-44-4 ]
  • 1-(3,3-dimethoxypropyl)-7-methoxyquinoxalin-2(1H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% 7-Methoxyquinoxalin-2(1 H)-one (synthesized with reference to WO2009/1126; 4.13 g, 23.4 mmol) was dissolved in N,N-dimethylformamide (103 ml). The solution was cooled in an ice bath, lithium hydride (purity 90%, 248 mg, 28.1 mmol) was then added thereto and the mixture was stirred at room temperature for 40 minutes. The reaction solution was cooled in an ice bath again, 3-bromo-1,1-dimethoxypropane (3.78 ml, 28.1 mmol) and sodium iodide (4.21 g, 28.1 mmol) were added and then the mixture was stirred at room temperature for 2 days. The reaction solution was diluted with ethyl acetate, washed sequentially with saturated sodium chloride solution (X2), water and saturated sodium chloride solution, dried over magnesium sulfate and the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate) to yield 4.68 g (72%) of the title compound in the form of a yellow syrup. 1H-NMR(400MHz,CDCl3)δ:2.02-2.09(2H,m),3.38(6H,s),3.92(3H,s),4.27-4.30(2H,m),4.50(1H,t,J=5.2Hz),6.90-6.93(2H,m),7.77(1 H,t,8.6Hz),8.12(1 H,s). MS(ESI)m/z:279(M+H)+.
  • 3
  • [ 36255-44-4 ]
  • [ 15944-34-0 ]
  • 7-chloro-1-(3,3-dimethoxypropyl)-1,2-dihydro-1,8-naphthyridin-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% With potassium carbonate; In N,N-dimethyl-formamide; at 70℃; for 4h; A mixture of 7-chloro-1 ,2-dihydro-1 ,8-naphthyridin-2-one (1 g, 5.53 mmol), 3-bromo-1 , 1- dimethoxypropane (1.1 g, 6.09 mmol) and K2CO3 (1.1 g, 8.31 mmol) in DMF (20 mL) was heated at 70C for 4 h. The mixture was then allowed to cool to room temperature, poured into H2O (30 mL) and extracted with EtOAc (30 mL x 3). The combined organic extracts were washed with H2O (50 mL x 2), brine (50 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography using 30% EtOAc/petroleum ether to give a yellow solid of 7-chloro-1-(3,3- dimethoxypropyl)-1 ,2-dihydro-1 ,8-naphthyridin-2-one 6a (1 g, 64%). TLC : Rf = 0.54 (silica gel, EtOAc/petroleum ether = 1 : 1 , v/v).
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