Home Cart 0 Sign in  

[ CAS No. 101987-89-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 101987-89-7
Chemical Structure| 101987-89-7
Structure of 101987-89-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 101987-89-7 ]

Related Doc. of [ 101987-89-7 ]

Alternatived Products of [ 101987-89-7 ]

Product Details of [ 101987-89-7 ]

CAS No. :101987-89-7 MDL No. :MFCD08706388
Formula : C13H8ClF2NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :ZHFGWIOLVRSZNQ-UHFFFAOYSA-N
M.W : 299.66 Pubchem ID :9835941
Synonyms :

Calculated chemistry of [ 101987-89-7 ]

Physicochemical Properties

Num. heavy atoms : 20
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.23
Num. rotatable bonds : 2
Num. H-bond acceptors : 5.0
Num. H-bond donors : 1.0
Molar Refractivity : 68.86
TPSA : 59.3 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) : -5.74 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.32
Log Po/w (XLOGP3) : 3.37
Log Po/w (WLOGP) : 3.74
Log Po/w (MLOGP) : 2.58
Log Po/w (SILICOS-IT) : 3.34
Consensus Log Po/w : 2.87

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -4.06
Solubility : 0.0262 mg/ml ; 0.0000873 mol/l
Class : Moderately soluble
Log S (Ali) : -4.29
Solubility : 0.0152 mg/ml ; 0.0000509 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.92
Solubility : 0.036 mg/ml ; 0.00012 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.2

Safety of [ 101987-89-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 101987-89-7 ]

* 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 [ 101987-89-7 ]

[ 101987-89-7 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 109-07-9 ]
  • [ 101987-89-7 ]
  • [ 101987-76-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In pyridine; water; STR20 3 g (0.01 mole) of the product from Example B are heated under reflux in 25 ml of pyridine with 4 g (0.04 mole) of 2-methyl-piperazine for 5 hours. The mixture is concentrated in vacuo, 20 ml of water are added, the pH is brought to 5 with 2N hydrochloric acid and the precipitate which separates out is recrystallized from methanol. 0.6 g (16% of theory) of 8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid of melting point 318-325 C. (with decomposition) is obtained.
  • 2
  • [ 101987-89-7 ]
  • [ 17783-50-5 ]
  • [ 138698-06-3 ]
  • 3
  • [ 101987-89-7 ]
  • [ 127199-44-4 ]
  • [ 129321-51-3 ]
  • 4
  • [ 101987-89-7 ]
  • [ 127199-45-5 ]
  • [ 129321-52-4 ]
YieldReaction ConditionsOperation in experiment
76% With triethylamine In acetonitrile for 7.5h; Heating;
  • 5
  • [ 101987-89-7 ]
  • [ 95-00-1 ]
  • [ 874483-03-1 ]
YieldReaction ConditionsOperation in experiment
93% With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; for 24h; Example 70A8-Chloro-1-cyclopropyl-N-(2,4-dichlorobenzyl)-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxamide; 15.0 g of 8-chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (for preparation see DE 3420743 or Y. Kimura et al. J. Med. Chem. 1994, 37 (20), 3344) are dissolved in 500 ml of DMF, and 31.3 g of PyBOP and 10.6 g of 2,4-dichlorobenzylamine are added. After one day the solvent is removed on a rotary evaporator and the residue is purified by flash chromatography on silica gel (toluene/ethyl acetate 95:5). 21.2 g (93% of theory) of the title compound are obtained.LC-MS (method 1): Rt=3.10 min, MS (ES+)=457 (M+H)+.1H NMR (300 MHz, DMSO-d6): delta=1.05-1.16 (m, 2H), 1.18-1.29 (m, 2H), 4.32 (m, 1H), 4.99 (d, J=6.0 Hz, 1H), 7.35-7.45 (m, 2H), 7.64 (d, J=2.0 Hz, 1H), 8.22 (dd, J=8.9, 10.0 Hz, 1H), 8.79 (s, 1H), 10.01 (t, J=6.0 Hz, 1H).
  • 6
  • [ 101987-89-7 ]
  • [ 151213-40-0 ]
  • 8-chloro-1-cyclopropyl-6-fluoro-7-(octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
In 1,4-diaza-bicyclo[2.2.2]octane; N-methyl-acetamide; acetonitrile; EXAMPLE Z2 STR90 A. 8-Chloro-1-cyclopropyl-7-([S,S]-2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid 15 g (50 mmol) of 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are heated under reflux for 1 hour in a mixture consisting of 150 ml of acetonitrile/75 ml of dimethylformamide in the presence of 8.25 g (75 mmol) of 1,4-diazabicyclo[2.2.2]octane (DABCO) together with 7.0 g (55 mmol) of (+)-[S,S]-2,8-diazabicyclo[4.3.0]nonane. The solution is cooled and scratched to induce crystallisation, and the precipitate which has separated out is, after standing overnight, filtered off with suction, washed with acetonitrile and dried at 100 C. in an air-circulation drying oven. Yield: 13.5 g (66.6% of theory), Melting point: 193-196 C. (with decomposition), Rf value (silica gel; methylene chloride/methanol/17% strength aqueous NH3 =30:8:1): 0.4.
  • 7
  • [ 280-57-9 ]
  • [ 79286-79-6 ]
  • [ 99-61-6 ]
  • [ 101987-89-7 ]
  • 8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-7-[3-(3-nitrobenzylideneamino)-1-pyrrolidinyl]-4-oxo-3-quinolinecarboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
In N-methyl-acetamide; acetonitrile; A) A solution of 66.4 g (0.44 mol) of 3-nitrobenzaldehyde in 400 ml of acetonitrile is added to a solution of 34.4 g (0.4 mol) of <strong>[79286-79-6]3-aminopyrrolidine</strong> in 400 ml of acetonitrile and the mixture is stirred at room temperature for 1 hour. It is then diluted with 400 ml of dimethylformamide, 88 g (0.79 mol) of 1,4-diazabicyclo[2.2.2]octane and 120 g (0.4 mol) of 8-chloro-1-cyclo propyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are added and the mixture is heated under reflux (about 91 C. to 92 C.) for 1 hour. The resulting suspension is cooled on an ice bath and the precipitate which has separated out is filtered off with suction, washed with acetonitrile and dried. Yield: 168.5 g (84.5% of theory) of 8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-7-[3-(3-nitrobenzylideneamino)-1-pyrrolidinyl]-4-oxo-3-quinolinecarboxylic acid; melting point: 204 C.-207 C. (with decomposition).
  • 8
  • [ 280-57-9 ]
  • [ 79286-79-6 ]
  • [ 101987-89-7 ]
  • [ 630-19-3 ]
  • 8-chloro-1-cyclopropyl-7-[3-(2,2-dimethylpropylideneamino)-1-pyrrolidinyl]-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
In N-methyl-acetamide; acetonitrile; A) 1.1 g (12.8 mmol) of pivalaldehyde are added to 0.86 g (10 mmol) of <strong>[79286-79-6]3-aminopyrrolidine</strong> at room temperature, during which the temperature rises from 20 C. to 30 C. After 1 hour, the mixture is diluted with 20 ml of acetonitrile and 10 ml of dimethylformamide, 3 g (10 mmol) of 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and 2.2 g (20 mmol) of 1,4-diazabicyclo[2.2.2]octane are then added and the mixture is heated under reflux for 1 hour. After cooling, the precipitate is filtered off with suction, washed with acetonitrile and dried at 100 C./12 mbar. Yield: 3.25 g (75% of theory) of 8-chloro-1-cyclopropyl-7-[3-(2,2-dimethylpropylideneamino)-1-pyrrolidinyl]-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid of melting point: 181 C. to 182 C. FAB mass spectrum: m/e 434 (100%, M+H?)
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 101987-89-7 ]

Fluorinated Building Blocks

Chemical Structure| 127199-27-3

[ 127199-27-3 ]

8-Chloro-6,7-difluoro-1-((1R,2S)-2-fluorocyclopropyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.95

Chemical Structure| 86393-33-1

[ 86393-33-1 ]

7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.91

Chemical Structure| 68077-26-9

[ 68077-26-9 ]

1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

Similarity: 0.88

Chemical Structure| 93107-30-3

[ 93107-30-3 ]

1-Cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.87

Chemical Structure| 94695-52-0

[ 94695-52-0 ]

1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.86

Chlorides

Chemical Structure| 127199-27-3

[ 127199-27-3 ]

8-Chloro-6,7-difluoro-1-((1R,2S)-2-fluorocyclopropyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.95

Chemical Structure| 86393-33-1

[ 86393-33-1 ]

7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.91

Chemical Structure| 68077-26-9

[ 68077-26-9 ]

1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

Similarity: 0.88

Chemical Structure| 98105-79-4

[ 98105-79-4 ]

7-Chloro-6-fluoro-1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.83

Chemical Structure| 93110-13-5

[ 93110-13-5 ]

7-Chloro-1-cyclopropyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.83

Ketones

Chemical Structure| 127199-27-3

[ 127199-27-3 ]

8-Chloro-6,7-difluoro-1-((1R,2S)-2-fluorocyclopropyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.95

Chemical Structure| 86393-33-1

[ 86393-33-1 ]

7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.91

Chemical Structure| 68077-26-9

[ 68077-26-9 ]

1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

Similarity: 0.88

Chemical Structure| 93107-30-3

[ 93107-30-3 ]

1-Cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.87

Chemical Structure| 94695-52-0

[ 94695-52-0 ]

1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.86

Carboxylic Acids

Chemical Structure| 127199-27-3

[ 127199-27-3 ]

8-Chloro-6,7-difluoro-1-((1R,2S)-2-fluorocyclopropyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.95

Chemical Structure| 86393-33-1

[ 86393-33-1 ]

7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.91

Chemical Structure| 68077-26-9

[ 68077-26-9 ]

1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

Similarity: 0.88

Chemical Structure| 93107-30-3

[ 93107-30-3 ]

1-Cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.87

Chemical Structure| 94695-52-0

[ 94695-52-0 ]

1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.86

Related Parent Nucleus of
[ 101987-89-7 ]

Quinolines

Chemical Structure| 127199-27-3

[ 127199-27-3 ]

8-Chloro-6,7-difluoro-1-((1R,2S)-2-fluorocyclopropyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.95

Chemical Structure| 86393-33-1

[ 86393-33-1 ]

7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.91

Chemical Structure| 68077-26-9

[ 68077-26-9 ]

1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

Similarity: 0.88

Chemical Structure| 93107-30-3

[ 93107-30-3 ]

1-Cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.87

Chemical Structure| 94695-52-0

[ 94695-52-0 ]

1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Similarity: 0.86