Home Cart 0 Sign in  
X

[ CAS No. 628732-11-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 628732-11-6
Chemical Structure| 628732-11-6
Chemical Structure| 628732-11-6
Structure of 628732-11-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 628732-11-6 ]

Related Doc. of [ 628732-11-6 ]

Alternatived Products of [ 628732-11-6 ]

Product Details of [ 628732-11-6 ]

CAS No. :628732-11-6 MDL No. :MFCD07772124
Formula : C9H6F2O Boiling Point : -
Linear Structure Formula :- InChI Key :FHKJIIXGCLYMCN-UHFFFAOYSA-N
M.W : 168.14 Pubchem ID :10866724
Synonyms :

Calculated chemistry of [ 628732-11-6 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 0
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 39.4
TPSA : 17.07 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) : -6.0 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.81
Log Po/w (XLOGP3) : 1.87
Log Po/w (WLOGP) : 2.93
Log Po/w (MLOGP) : 2.54
Log Po/w (SILICOS-IT) : 3.56
Consensus Log Po/w : 2.54

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.43
Solubility : 0.624 mg/ml ; 0.00371 mol/l
Class : Soluble
Log S (Ali) : -1.85
Solubility : 2.37 mg/ml ; 0.0141 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.67
Solubility : 0.0362 mg/ml ; 0.000215 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.8

Safety of [ 628732-11-6 ]

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 [ 628732-11-6 ]

* 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 [ 628732-11-6 ]
  • Downstream synthetic route of [ 628732-11-6 ]

[ 628732-11-6 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 412961-26-3 ]
  • [ 628732-11-6 ]
YieldReaction ConditionsOperation in experiment
68%
Stage #1: With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 2 h;
Stage #2: With aluminum (III) chloride In dichloromethane at 50℃; for 16 h;
Example TWENTY (Compound 156) Procedure for [THE PREPARATION 4-(4, 5-DIFLUORO-INDAN-1-YLRNETHYL)-1, 3-DIHYDRO-] imidazole-2-thione (Compound 156) 1) H2, Pd/C 0 or 5percent Rh/A1203 1) Zn OH 2) (COCI) /DMF BrCH2C (O) OEt OEt OH 3) AICI3 F \\ I 2) pTsOH F F F F P F F Intermediate TWENTY-1 Intermediate TWENTY-2 Intermediate TWENTY3 1) 5-10percent Pd/C OH Method N or 5percent Rh/Ah03 SEVENTEEN NH in F F Intermediate TWENTY-4 Compound 156 A solution of 2, 3-difluorocinnamic acid (2.8 g, 15.2 mol) (commercially available from Lancaster) (Intermediate TWENTY-1) in ethanol (100 mL) was hydrogenated with H2 (balloon) and 10 percent Pd/C (0.3 g) at rt for 16 h. The mixture was filtered through [CELITE (G)] and the solvent was evaporated to give 3- (2, 3-difluoro- phenyl) -propionic acid as a solid, 2.68 g (98 percent). A mixture [OF 3- (2,] 3-difluoro- phenyl)-propionic acid (2.7 g, 14.4 mmol) in CH2Cl2 at [0 °C] was treated with oxalyl chloride (8.7 [ML,] 2 M in [CH2CL2)] and a few drops of DMF. The reaction mixture was stirred for 2 h at rt. The solution was decanted from the dark colored residues and the solvent was removed under vacuum. The residue was dissolved in CH2Cl2 (20 [ML)] and added to a mixture of AlCl3 (1. 92 g, 14.4 mmol) in [CH2CL2] (25 mL). The mixture was heated at [50 °C] for 16 h. The entire mixture was poured into ice water. The aqueous phase was removed and extracted with [CH2C12.] The organic layers were combined, washed with sat. [NAHC03] solution, brine, and dried over [NA2S04,] filtered, and evaporated to dryness. The residue was purified by chromatography on silica gel with 20 percent EtOAc: hexane to give 4, [5-DIFLUORO-INDAN-1-ONE] (Intermediate TWENTY- 2), 1.65 g (68percent). A solution of give 4, [5-DIFLUORO-INDAN-1-ONE] (Intermediate TWENTY-2) (1.36 g, 8.10 mmol) in benzene (20 [RNL)] and ether (20 [ML)] was treated with a few iodine crystals followed by ethyl [BROMOACETATE] (1.4 mL, 12.3 mmol) and zinc dust (1.60 g, 24. 4mmol). The mixture was heated to [70 °C] for 16 h at rt. The mixture was cooled to rt and filtered through a pad [OF CELITE.] The filtrate was evaporated and the residue [( (4, 5-DIFLUORO-1-HYDROXY-INDAN-1-YL)-ACETIC] acid ethyl ester) was dissolved in benzene and treated with a catalytic amount [OFPTSOH.] The mixture was heated at reflux in a Dean-Stark trap for 16 h. The mixture was cooled to rt and diluted with aqueous acid and ethyl acetate. The aqueous layer was extracted with ethyl acetate. The organic layers were pooled and dried over [MGS04.] The solution was filtered, evaporated and purified by chromatography on silica gel with 10 to 15 percent ether: hexane to give a mixture [OF E-AND Z] (4, [5-DIFLUORO-INDAN-1-YLIDENE)-ACETIC] acid ethyl ester (Intermediate TWENTY-3) as a solid, 1.1 g. A mixture [OF E-AND Z] (4, [5-DIFLUORO-INDAN-1-YLIDENE)-ACETIC] acid ethyl ester (Intermediate TWENTY-3) (1.1 g) in EtOAc (25 mL) was hydrogenated with 10percent Pd/C (0.16 g) under H2 (balloon) at rt for 16 h. The mixture was filtered through a bed [OF CELITE] and the filtrate was evaporated under vacuum. The ester, (4,5- [DIFLUORO-INDAN-L-YL)-ACETIC] acid ethyl ester (1.1 g, 4. [58 MMOL) IN] THF (60 [ML)] and MeOH (1 mL) was treated with LiBH4 (0.21 g, 8.5 mmol) at [65 °C] for 5 h. The mixture was cooled and THF was removed under vacuum. The solution was diluted with EtOAc and sat. [NH4CL.] The layers were separated and the organic layer was dried over MgS04 and filtered. After evaporation, the alcohol, [2- (4,] 5-difluoro-indan- [1-YL)-ETHANOL] (Intermediate TWENTY-4) was isolated as a clear, colorless oil, 1.7 g, (88percent). Use, [2- (4, 5-DIFLUORO-INDAN-1-YL)-ETHANOL] (Intermediate TWENTY-4) in Method SEVENTEEN produced [4- (4, 5-DIFLUORO-INDAN-1-YHNETHYL)-1,] 3-dihydro- imidazole-2-thione [(COMPOUNDL56).] [APOS;H] [NMR (300 MHZ, MEOH-D4) 8] 7.05-6. 96 [(M,] 1H), 6.89-6. 85 [(M,] 1H), 6.52 (s, 1H), 3.46-3. 38 [(M,] [1H),] 3.00-2. 83 [(M,] 3H), 2.61-2. 54 [(DD,] [J=] 9.0, 6.0 Hz, [1H),] 2.36-2. 24 [(M,] 1H), 1.90-1. 79 [(M,] 1H).
Reference: [1] Patent: WO2003/99795, 2003, A1, . Location in patent: Page 114, 115
[2] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 399 - 408
  • 2
  • [ 412961-97-8 ]
  • [ 628732-11-6 ]
Reference: [1] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 399 - 408
[2] Patent: WO2007/20377, 2007, A2, . Location in patent: Page/Page column 161
  • 3
  • [ 79-37-8 ]
  • [ 412961-26-3 ]
  • [ 628732-11-6 ]
Reference: [1] Patent: US2004/220402, 2004, A1,
[2] Patent: US2005/75366, 2005, A1,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 628732-11-6 ]

Fluorinated Building Blocks

Chemical Structure| 699-99-0

[ 699-99-0 ]

4-Fluoro-2,3-dihydro-1H-inden-1-one

Similarity: 0.94

Chemical Structure| 84315-25-3

[ 84315-25-3 ]

5,7-Difluoro-1-indanone

Similarity: 0.92

Chemical Structure| 130408-16-1

[ 130408-16-1 ]

4,7-Difluoroindan-1-one

Similarity: 0.92

Chemical Structure| 18355-80-1

[ 18355-80-1 ]

1-(2,3-Difluorophenyl)ethanone

Similarity: 0.92

Chemical Structure| 137466-14-9

[ 137466-14-9 ]

7-Fluoro-4-methyl-2,3-dihydro-1H-inden-1-one

Similarity: 0.92

Aryls

Chemical Structure| 699-99-0

[ 699-99-0 ]

4-Fluoro-2,3-dihydro-1H-inden-1-one

Similarity: 0.94

Chemical Structure| 84315-25-3

[ 84315-25-3 ]

5,7-Difluoro-1-indanone

Similarity: 0.92

Chemical Structure| 130408-16-1

[ 130408-16-1 ]

4,7-Difluoroindan-1-one

Similarity: 0.92

Chemical Structure| 18355-80-1

[ 18355-80-1 ]

1-(2,3-Difluorophenyl)ethanone

Similarity: 0.92

Chemical Structure| 137466-14-9

[ 137466-14-9 ]

7-Fluoro-4-methyl-2,3-dihydro-1H-inden-1-one

Similarity: 0.92

Ketones

Chemical Structure| 699-99-0

[ 699-99-0 ]

4-Fluoro-2,3-dihydro-1H-inden-1-one

Similarity: 0.94

Chemical Structure| 84315-25-3

[ 84315-25-3 ]

5,7-Difluoro-1-indanone

Similarity: 0.92

Chemical Structure| 130408-16-1

[ 130408-16-1 ]

4,7-Difluoroindan-1-one

Similarity: 0.92

Chemical Structure| 18355-80-1

[ 18355-80-1 ]

1-(2,3-Difluorophenyl)ethanone

Similarity: 0.92

Chemical Structure| 137466-14-9

[ 137466-14-9 ]

7-Fluoro-4-methyl-2,3-dihydro-1H-inden-1-one

Similarity: 0.92