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[ CAS No. 15205-15-9 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 15205-15-9
Chemical Structure| 15205-15-9
Structure of 15205-15-9 * Storage: {[proInfo.prStorage]}

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Product Details of [ 15205-15-9 ]

CAS No. :15205-15-9 MDL No. :MFCD00042458
Formula : C7H7ClFN Boiling Point : No data available
Linear Structure Formula :- InChI Key :GVULSXIBCHPJEH-UHFFFAOYSA-N
M.W : 159.59 Pubchem ID :84833
Synonyms :

Calculated chemistry of [ 15205-15-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.14
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 39.08
TPSA : 26.02 ?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) : -6.2 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.81
Log Po/w (XLOGP3) : 1.51
Log Po/w (WLOGP) : 2.21
Log Po/w (MLOGP) : 2.57
Log Po/w (SILICOS-IT) : 2.5
Consensus Log Po/w : 2.12

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.16
Solubility : 1.11 mg/ml ; 0.00694 mol/l
Class : Soluble
Log S (Ali) : -1.66
Solubility : 3.46 mg/ml ; 0.0216 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.33
Solubility : 0.0753 mg/ml ; 0.000472 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.36

Safety of [ 15205-15-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:2735
Hazard Statements:H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 15205-15-9 ]

* 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.

  • Downstream synthetic route of [ 15205-15-9 ]

[ 15205-15-9 ] Synthesis Path-Downstream   1~17

  • 1
  • {1-[<i>N</i>'-(imidazole-1-carbonyl)-hydrazinocarbonyl]-propyl}-carbamic acid <i>tert</i>-butyl ester [ No CAS ]
  • [ 15205-15-9 ]
  • C17H24ClFN4O4 [ No CAS ]
  • 2
  • C6H6N2OS [ No CAS ]
  • [ 15205-15-9 ]
  • C13H11ClFN3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In tetrahydrofuran; at 20℃; for 2h; Compound 13 was prepared according to the procedure outlined in Scheme 2. The ester was reduced with sodium borohydride (step (a)) and the product alcohol was converted to the corresponding aldehyde utilizing Dess- Martin reagent (step (b)). The aldehyde was condensed with 2-chloro-6- fluorobenzylamine in the presence of anhydrous magnesium sulfate to give an imine, which was subsequently reduced with sodium triacetoxyborohydride to give the secondary amine 13 (step (c)). The imide derivative 16 was also prepared starting with a carboxylic acid which was first converted to the corresponding acid chloride (step (d)). This material was then allowed to react with the anion of 2-chloro-6-fluorobenzamide generated with sodium hydride to give imide 16 in 34% yield (step (e)).
  • 3
  • [ 15205-15-9 ]
  • 4-cyclobutyl-[1,2,3]thiadiazole-5-CO-X (X=OH or Cl) [ No CAS ]
  • C14H13ClFN3OS [ No CAS ]
  • 4
  • [ 15205-15-9 ]
  • 4-cyclohexyl-[1,2,3]thiadiazole-5-CO-X (X=OH or Cl) [ No CAS ]
  • C16H17ClFN3OS [ No CAS ]
  • 5
  • [ 15205-15-9 ]
  • 4-cyclopentyl-[1,2,3]thiadiazole-5-CO-X (X=OH or Cl) [ No CAS ]
  • C15H15ClFN3OS [ No CAS ]
  • 6
  • [ 15205-15-9 ]
  • 4-cyclopropyl-[1,2,3]thiadiazole-5-CO-X (X=OH or Cl) [ No CAS ]
  • C13H11ClFN3OS [ No CAS ]
  • 7
  • [ 15205-15-9 ]
  • 4-isopropyl-[1,2,3]thiadiazole-5-CO-X (X=OH or Cl) [ No CAS ]
  • C13H13ClFN3OS [ No CAS ]
  • 8
  • [ 15205-15-9 ]
  • 4-n-propyl-[1,2,3]thiadiazole-5-CO-X (X=OH or Cl) [ No CAS ]
  • C13H13ClFN3OS [ No CAS ]
  • 9
  • [ 15205-15-9 ]
  • 4-phenyl-[1,2,3]thiadiazole-5-CO-X (X=OH or Cl) [ No CAS ]
  • C16H11ClFN3OS [ No CAS ]
  • 10
  • [ 15205-15-9 ]
  • 4-tert-butyl-[1,2,3]thiadiazole-5-CO-X (X=OH or Cl) [ No CAS ]
  • C14H15ClFN3OS [ No CAS ]
  • 11
  • [ 15205-15-9 ]
  • 1-(2S-2-aminobutanoyl)-4-(2-chloro-6-fluorobenzyl)semicarbazide [ No CAS ]
  • 12
  • [ 15205-15-9 ]
  • (2R,3R,4S)-2-[(2-chloro-6-fluorobenzyl)amino]methyl}pyrrolidine-3,4-diol [ No CAS ]
  • 13
  • [ 15205-15-9 ]
  • [ 79463-77-7 ]
  • C9H7ClFN3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 24h; A solution of diphenylcyanocarboimidate (10 g, 42 mmol) in 168 mL CH2CI2 was treated with <strong>[15205-15-9]2-chloro-6-fluorobenzylamine</strong> (6.7 g, 42 mmol) and diisopropylethylamine (7.3 mL, 42 mmol). The reaction mixture was stirred at room temperature for 24 hr. The solvent was removed by reduced pressure and the remaining white solid was diluted with CH2Cl2and H20 and extracted 3x with CH2CI2. The organic layers were combined and the solvent removed by reduced pressure yielding a crude white solid. This intermediate (12.8 g, 42 mmol) was dissolved in 80 mL acetonitrile and treated with piperidine (6.2 mL, 63 mmol). The reaction was heated to reflux for 24 hr. The reaction mixture was cooled and the solvent removed by reduced pressure. The crude product was triturated with ether and collected by filtration to yield a white solid (10 g, 82ouzo yield) :'H NMR (CDCI3, 400 MHz) 7.28-7. 23 (m, 1 H), 7.22-7. 18 (m, 1 H), 7.04-6. 98 (m, 1 H), 4.94-4. 85 (m, 1 H), 4.68-4. 63 (m, 2H), 3.45-3. 39 (m, 4H), 1. 65-1. 57 (m, 6H); MS (ESP+) m/e 295 (MH+) ; Analytical CHN.
  • 14
  • [ 852339-65-2 ]
  • [ 15205-15-9 ]
  • tert-butyl 2-(2-chloro-6-fluorobenzyl)-1-oxo-2,7-diazaspiro[4.5]decane-7-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium tris(acetoxy)borohydride; acetic acid; In N,N-dimethyl-formamide; at 20℃; for 1.5h; Example 5 tert-butyl 2-(2-chloro-6-fluorobenzyl)-1-oxo-2,7-diazaspiro[4.5]decane-7-carboxylate: To a solution of the compound prepared in Example 3 (346 mg, 1.03 mmol) in N,N-dimethylformamide (4 mL) were added <strong>[15205-15-9]2-chloro-6-fluorobenzylamine</strong> (166 mg, 1.04 mmol), acetic acid (1 mL) and sodium triacetoxyborohydride (328 mg, 1.55 mmol). The mixture was stirred for 1.5 hours at room temperature. To the reaction mixture was added a saturated aqueous solution of sodium bicarbonate, and then the mixture was extracted with ethyl acetate (twice). The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over an anhydrous magnesium sulfate and then concentrated. The residue was purified by column chromatography on silica gel (hexane: ethyl acetate = 2: 1) to give the title compound (177 mg) having the following physical data. TLC: Rf 0.37 (hexane: ethyl acetate = 2: 1); NMR: delta 1.69 (m, 15H), 2.94 (m, 4H), 3.97 (m, 2H), 4.67 (m, 2H), 7.01 (m, 1H), 7.22 (m, 2H).
  • 15
  • [ 55117-15-2 ]
  • [ 15205-15-9 ]
YieldReaction ConditionsOperation in experiment
With ammonia; In benzene; EXAMPLE 2 Preparation of 2 -Chloro-6 -fluorobenzylamine An autoclave was charged with 89.0 g. (0.5 mole) of 2-chloro-6-fluorobenzyl chloride, 170.0 g. (10 mole) ammonia and 50 ml. benzene. The reaction vessel was sealed and the contents heated at 100 C. for 15 hours. The excess ammonia was carefully evaporated off from the cooled contents of the autoclave with a stream of nitrogen. The residue was washed with water, and the organic phase after drying with anhydrous MgSO4, fractionated to afford 72.4 g. (90%) of product as a clear liquid; b.p. 99-100 C./20 mm; NMR (CDCl3) delta 1.46 (s, 2H); 3.88 (d, 2H); 7.00 (m, 3H).
  • 17
  • [ 1012313-10-8 ]
  • [ 15205-15-9 ]
  • [ 918495-03-1 ]
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