Home Cart 0 Sign in  
X

[ CAS No. 1374258-43-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 1374258-43-1
Chemical Structure| 1374258-43-1
Chemical Structure| 1374258-43-1
Structure of 1374258-43-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1374258-43-1 ]

Related Doc. of [ 1374258-43-1 ]

Alternatived Products of [ 1374258-43-1 ]

Product Details of [ 1374258-43-1 ]

CAS No. :1374258-43-1 MDL No. :MFCD21602947
Formula : C8H4BrF3N2 Boiling Point : -
Linear Structure Formula :- InChI Key :YLMFTTBYMVQLMH-UHFFFAOYSA-N
M.W : 265.03 Pubchem ID :67491372
Synonyms :

Calculated chemistry of [ 1374258-43-1 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.12
Num. rotatable bonds : 1
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 48.8
TPSA : 28.68 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) : -5.69 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.58
Log Po/w (XLOGP3) : 3.13
Log Po/w (WLOGP) : 4.5
Log Po/w (MLOGP) : 2.9
Log Po/w (SILICOS-IT) : 3.65
Consensus Log Po/w : 3.15

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.86
Solubility : 0.0362 mg/ml ; 0.000137 mol/l
Class : Soluble
Log S (Ali) : -3.4
Solubility : 0.105 mg/ml ; 0.000397 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.65
Solubility : 0.00592 mg/ml ; 0.0000223 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.9

Safety of [ 1374258-43-1 ]

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 [ 1374258-43-1 ]

* 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 [ 1374258-43-1 ]
  • Downstream synthetic route of [ 1374258-43-1 ]

[ 1374258-43-1 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 864539-96-8 ]
  • [ 1374258-43-1 ]
YieldReaction ConditionsOperation in experiment
57.5%
Stage #1: With potassium acetate; acetic anhydride In chloroform at 0 - 20℃; for 1 h;
Stage #2: With tert.-butylnitrite In chloroform at 60℃;
To a mixture of 133-S2(700 mg, 2.77 mmol) and potassium acetate (325.8 mg, 3.32 mmol) in CHC13 (20 mL) was addeddropwise acetic anhydride (846.6 mg, 8.30 mmol) at 0 °C. The resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was heated to 60 °C and tert-butyl nitrite (570.6 mg, 5.54 mmol) was added. After stirring overnight at 60 °C, the mixture was diluted with water and extracted with DCM twice. The combined organic layers were washed with brine, dried overanhydrous Na2SO4, and concentrated under reduced pressure. The remaining residue was dissolved in MeOH (5 mL) and 6 N HC1 (5 mL). The mixture was stirred at room temperature for 4 hours, basified with 10 N aqueous NaOH solution, and extracted with DCM twice. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The remaining residue was purified by column chromatography on silica gel (PE/EtOAc= 10:1 to 3:1) to afford 133-S3 (420 mg, 57.5percent yield) as a yellow oil. LC/MS (ESI) m/z: 265 (M+H).
52%
Stage #1: With potassium acetate; acetic acid In toluene for 0.25 h;
Stage #2: With isopentyl nitrite In toluene at 20℃; for 18 h;
To a solution of 4-bromo-2-methyl-6-(trifluoromethyl)aniline (3.3 g, 13 mmol) in toluene (65 mL) and glacial acetic acid (11.2 mL, 195 mmol) was added potassium acetate (10.2 g, 104 mmol) portionwise. After 15 minutes a large amount of precipitate had formed, hindering stirring of the reaction. The reaction was diluted with acetic acid (10 mL). Isoamyl nitrite (1.92 mL, 14.3 mmol) was then added dropwise and the reaction was stirred at room temperature for 3 hours. Additional isoamyl nitrite (0.5 mL, 3.7 mmol) was added and the reaction was left stirring for 15 hours. The reaction was diluted with water (100 mL) and stirred for 1.5 hours. The solution was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate. The layers were separated and the organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated. Purification by flash column chromatography (5-50percent ethyl acetate/heptanes) gave the title compound (1.78 g, 52percent) as a yellow powder. -ESI (M-H+1) 264.9; 1H NMR (400 MHz, CDCl3, δ): 8.13 (s, 1 H), 8.09-8.11 (m, 1H), 7.76 (dd, J=1.66, 0.88 Hz, 1H).
Reference: [1] Patent: WO2018/160889, 2018, A1, . Location in patent: Page/Page column 561; 562; 563
[2] Patent: US2012/108619, 2012, A1, . Location in patent: Page/Page column 37
  • 2
  • [ 88301-98-8 ]
  • [ 1374258-43-1 ]
Reference: [1] Patent: WO2018/160889, 2018, A1,
[2] Patent: US2012/108619, 2012, A1,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1374258-43-1 ]

Fluorinated Building Blocks

Chemical Structure| 1100212-66-5

[ 1100212-66-5 ]

7-Bromo-5-(trifluoromethyl)-1H-indazole

Similarity: 0.89

Chemical Structure| 1000342-95-9

[ 1000342-95-9 ]

4-Bromo-6-(trifluoromethyl)-1H-indazole

Similarity: 0.88

Chemical Structure| 1428234-73-4

[ 1428234-73-4 ]

4-Bromo-5-(trifluoromethyl)-1H-indazole

Similarity: 0.86

Chemical Structure| 57631-11-5

[ 57631-11-5 ]

5-Bromo-3-(trifluoromethyl)-1H-indazole

Similarity: 0.79

Chemical Structure| 1000341-21-8

[ 1000341-21-8 ]

3-Bromo-6-(trifluoromethyl)-1H-indazole

Similarity: 0.78

Bromides

Chemical Structure| 1100212-66-5

[ 1100212-66-5 ]

7-Bromo-5-(trifluoromethyl)-1H-indazole

Similarity: 0.89

Chemical Structure| 1000342-95-9

[ 1000342-95-9 ]

4-Bromo-6-(trifluoromethyl)-1H-indazole

Similarity: 0.88

Chemical Structure| 1428234-73-4

[ 1428234-73-4 ]

4-Bromo-5-(trifluoromethyl)-1H-indazole

Similarity: 0.86

Chemical Structure| 57631-11-5

[ 57631-11-5 ]

5-Bromo-3-(trifluoromethyl)-1H-indazole

Similarity: 0.79

Chemical Structure| 635712-49-1

[ 635712-49-1 ]

5-Bromo-7-ethyl-1H-indazole

Similarity: 0.78

Trifluoromethyls

Chemical Structure| 1100212-66-5

[ 1100212-66-5 ]

7-Bromo-5-(trifluoromethyl)-1H-indazole

Similarity: 0.89

Chemical Structure| 1000342-95-9

[ 1000342-95-9 ]

4-Bromo-6-(trifluoromethyl)-1H-indazole

Similarity: 0.88

Chemical Structure| 1428234-73-4

[ 1428234-73-4 ]

4-Bromo-5-(trifluoromethyl)-1H-indazole

Similarity: 0.86

Chemical Structure| 57631-11-5

[ 57631-11-5 ]

5-Bromo-3-(trifluoromethyl)-1H-indazole

Similarity: 0.79

Chemical Structure| 1000341-21-8

[ 1000341-21-8 ]

3-Bromo-6-(trifluoromethyl)-1H-indazole

Similarity: 0.78

Related Parent Nucleus of
[ 1374258-43-1 ]

Indazoles

Chemical Structure| 1100212-66-5

[ 1100212-66-5 ]

7-Bromo-5-(trifluoromethyl)-1H-indazole

Similarity: 0.89

Chemical Structure| 1000342-95-9

[ 1000342-95-9 ]

4-Bromo-6-(trifluoromethyl)-1H-indazole

Similarity: 0.88

Chemical Structure| 1428234-73-4

[ 1428234-73-4 ]

4-Bromo-5-(trifluoromethyl)-1H-indazole

Similarity: 0.86

Chemical Structure| 57631-11-5

[ 57631-11-5 ]

5-Bromo-3-(trifluoromethyl)-1H-indazole

Similarity: 0.79

Chemical Structure| 635712-49-1

[ 635712-49-1 ]

5-Bromo-7-ethyl-1H-indazole

Similarity: 0.78