Home Cart 0 Sign in  
X

[ CAS No. 170098-88-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 170098-88-1
Chemical Structure| 170098-88-1
Chemical Structure| 170098-88-1
Structure of 170098-88-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 170098-88-1 ]

Related Doc. of [ 170098-88-1 ]

Alternatived Products of [ 170098-88-1 ]

Product Details of [ 170098-88-1 ]

CAS No. :170098-88-1 MDL No. :MFCD11110548
Formula : C7H5ClFNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :DPWZCTKTAOOLAK-UHFFFAOYSA-N
M.W : 189.57 Pubchem ID :10352492
Synonyms :

Calculated chemistry of [ 170098-88-1 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.14
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 45.2
TPSA : 45.82 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) : -5.45 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.83
Log Po/w (XLOGP3) : 2.83
Log Po/w (WLOGP) : 3.12
Log Po/w (MLOGP) : 3.04
Log Po/w (SILICOS-IT) : 1.2
Consensus Log Po/w : 2.4

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.1
Solubility : 0.15 mg/ml ; 0.00079 mol/l
Class : Soluble
Log S (Ali) : -3.45
Solubility : 0.0672 mg/ml ; 0.000355 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.06
Solubility : 0.164 mg/ml ; 0.000865 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.77

Safety of [ 170098-88-1 ]

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 [ 170098-88-1 ]

* 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 [ 170098-88-1 ]
  • Downstream synthetic route of [ 170098-88-1 ]

[ 170098-88-1 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 33406-96-1 ]
  • [ 170098-88-1 ]
YieldReaction ConditionsOperation in experiment
91% at 0 - 20℃; for 2 h; Description 1. 1-Chloro-4-fluoro-2-methyl-5-nitrobenzene (D1).; 1-Chloro-4-fluoro-2-methylbenzene (10 mmol, 1.44 g) was dissolved in concentrated sulphuric acid under argon and cooled to 0°C. KNO3 (10 mmol, 1.01 g, 1 eq) was then added cautiously while keeping the temperature around 0°C. The mixture was then allowed to stir for 2h while warming up to room temperature, then it was poured cautiously onto ice and extracted twice with ether. The organics were combined, dried on MgSO4 and concentrated under reduced pressure to give an oil (9.1 mmol, 1.73 g, 91 percent yield), which was chromatographed (0-25percent ethyl acetate/petrol ether) to give the title compound as a transparent oil (7 mmol, 1.3 g, 70percent total yield). 1H NMR D (CDCI3): 8.09 (1 H, d), 7.19 (1 H, d), 2.46 (3H, s).
70% at 0 - 20℃; for 2 h; 1-Chloro-4-fluoro-2-methylbenzene (10 mmol, 1.44 g) was dissolved in concentrated sulphuric acid under argon and cooled to 0 0C. KNO3 (10 mmol, 1.01 g, 1 eq) was then added cautiously while keeping the temperature around 0°C. The mixture was then allowed to stir for 2h while warming up to room temperature, then it was poured onto ice cautiously and extracted with ether twice. Organics were combined, dried on MgSO4 and concentrated under reduced pressure to give an oil (9.1 mmol, 1.73 g, 91percent yield), which was chromatographed (0-25percent ethyl acetate/petrol ether) to give the title compound as a transparent oil (7 mmol, 1.3 g, 70percent total yield). 1H NMR δ (CDCI3) 8.09 (1 H1 d), 7.19 (1 H, d), 2.46 (3H, s)
70% at 0 - 20℃; for 2 h; Description 20; . 1-Chloro-4-fluoro-2-methyl-5-nitrobenzene (D20).1-Chloro-4-fluoro-2-methylbenzene (10 mmol, 1.44 g) was dissolved in concentrated sulphuric acid under argon and cooled to 0 0C. KNO3 (10 mmol, 1.01 g, 1 eq) was then added cautiously while keeping the temperature around 00C. The mixture was then allowed to stir for 2h while warming up to room temperature, then poured cautiously onto ice and extracted twice with ether. The organic extracts were combined, dried over MgSO4 and concentrated under reduced pressure to give an oil (9.1 mmol, 1.73 g, 91percent yield), which was chromatographed (0-25percent ethyl acetate/petrol ether) to give the title compound as a transparent oil (7 mmol, 1.3 g, 70percent total yield). 1H NMR δ (CDCI3): 8.09 (1 H, d), 7.19 (1 H, d), 2.46 (3H, s).
94% With KNO3 In conc. H2 SO4 2-Chloro-5-fluoro-4-nitrotoluene.
To a stirred solution of 2-chloro-5-fluorotoluene (0.500 g, 3.46 mmol, Lancaster, used as received) in conc. H2 SO4 (5.0 mL) at 0° C., KNO3 (0.350 g, 3.46 mmol) was added in one lot.
The resulting pale yellow solution was allowed to warm to 28° C. and stirred overnight at 28° C.
It was then poured into ice (50 g) and extracted with ether (2*50 mL).
The ether was dried over anhydrous Na2 SO4, removed under vacuum, and the resulting oil was dried further under vacuum to afford 0.616 g (94percent) of the title compound as an oil, which was used as such for the next reaction; 1 H NMR (CDCl3): δ2.459 (s, 3H), 7.193 (d, 1H, J1 =11.1 Hz), 8.083 (d, 1H, J1 =6.6 Hz).
90% With KNO3 In conc. H2 SO4 2-Chloro-5-fluoro-4-nitrotoluene.
To a stirred solution of 2-chloro-5-fluorotoluene (10.356 g, 71.628 mmol, Lancaster, used as received) in conc. H2 SO4 (70 mL) at 0° C., KNO3 (7.252 g, 71.72 mmol) was added in four equal portions.
The resulting pale yellow solution was allowed to warm to room temperature and was stirred overnight at room temperature.
It was then poured into ice water (350 g) and extracted with ether (3*100 mL).
Ether was dried over anhydrous Na2 SO4, removed under vacuum, and the resulting oil was dried further under vacuum to afford 12.277 g (90percent) of the title compound as an oil, which was used as such for the next reaction; 1 H NMR (CDCl3); δ2.459 (s, 2H), 7.193 (d, 1H, J1 =11.1 Hz), 8.083 (d, 1H, J1 =6.6 Hz).

Reference: [1] Patent: WO2007/107566, 2007, A1, . Location in patent: Page/Page column 45
[2] Patent: WO2007/36718, 2007, A2, . Location in patent: Page/Page column 53
[3] Patent: WO2008/119721, 2008, A1, . Location in patent: Page/Page column 60
[4] Journal of Organic Chemistry, 1995, vol. 60, # 18, p. 5838 - 5842
[5] Patent: US5631373, 1997, A,
[6] Patent: US5631373, 1997, A,
[7] Patent: WO2011/51282, 2011, A1, . Location in patent: Page/Page column 49
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 170098-88-1 ]

Fluorinated Building Blocks

Chemical Structure| 112108-73-3

[ 112108-73-3 ]

2-Chloro-4-fluoro-5-nitrotoluene

Similarity: 0.97

Chemical Structure| 2339-78-8

[ 2339-78-8 ]

1,2-Dichloro-4-fluoro-5-nitrobenzene

Similarity: 0.87

Chemical Structure| 99329-85-8

[ 99329-85-8 ]

2-Chloro-4-fluoro-5-nitrobenzaldehyde

Similarity: 0.87

Chemical Structure| 20274-70-8

[ 20274-70-8 ]

4-(Chloromethyl)-1-fluoro-2-nitrobenzene

Similarity: 0.87

Chemical Structure| 169468-81-9

[ 169468-81-9 ]

5-Chloro-1,2-difluoro-3-nitrobenzene

Similarity: 0.86

Aryls

Chemical Structure| 112108-73-3

[ 112108-73-3 ]

2-Chloro-4-fluoro-5-nitrotoluene

Similarity: 0.97

Chemical Structure| 2339-78-8

[ 2339-78-8 ]

1,2-Dichloro-4-fluoro-5-nitrobenzene

Similarity: 0.87

Chemical Structure| 99329-85-8

[ 99329-85-8 ]

2-Chloro-4-fluoro-5-nitrobenzaldehyde

Similarity: 0.87

Chemical Structure| 20274-70-8

[ 20274-70-8 ]

4-(Chloromethyl)-1-fluoro-2-nitrobenzene

Similarity: 0.87

Chemical Structure| 169468-81-9

[ 169468-81-9 ]

5-Chloro-1,2-difluoro-3-nitrobenzene

Similarity: 0.86

Chlorides

Chemical Structure| 112108-73-3

[ 112108-73-3 ]

2-Chloro-4-fluoro-5-nitrotoluene

Similarity: 0.97

Chemical Structure| 2339-78-8

[ 2339-78-8 ]

1,2-Dichloro-4-fluoro-5-nitrobenzene

Similarity: 0.87

Chemical Structure| 99329-85-8

[ 99329-85-8 ]

2-Chloro-4-fluoro-5-nitrobenzaldehyde

Similarity: 0.87

Chemical Structure| 20274-70-8

[ 20274-70-8 ]

4-(Chloromethyl)-1-fluoro-2-nitrobenzene

Similarity: 0.87

Chemical Structure| 169468-81-9

[ 169468-81-9 ]

5-Chloro-1,2-difluoro-3-nitrobenzene

Similarity: 0.86

Nitroes

Chemical Structure| 112108-73-3

[ 112108-73-3 ]

2-Chloro-4-fluoro-5-nitrotoluene

Similarity: 0.97

Chemical Structure| 2339-78-8

[ 2339-78-8 ]

1,2-Dichloro-4-fluoro-5-nitrobenzene

Similarity: 0.87

Chemical Structure| 99329-85-8

[ 99329-85-8 ]

2-Chloro-4-fluoro-5-nitrobenzaldehyde

Similarity: 0.87

Chemical Structure| 20274-70-8

[ 20274-70-8 ]

4-(Chloromethyl)-1-fluoro-2-nitrobenzene

Similarity: 0.87

Chemical Structure| 169468-81-9

[ 169468-81-9 ]

5-Chloro-1,2-difluoro-3-nitrobenzene

Similarity: 0.86