Home Cart 0 Sign in  
X

[ CAS No. 123688-59-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 123688-59-5
Chemical Structure| 123688-59-5
Chemical Structure| 123688-59-5
Structure of 123688-59-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 123688-59-5 ]

Related Doc. of [ 123688-59-5 ]

Alternatived Products of [ 123688-59-5 ]

Product Details of [ 123688-59-5 ]

CAS No. :123688-59-5 MDL No. :MFCD11845964
Formula : C7H2BrF2N Boiling Point : -
Linear Structure Formula :- InChI Key :LRMUGJVHRUVMHP-UHFFFAOYSA-N
M.W : 218.00 Pubchem ID :14794290
Synonyms :

Calculated chemistry of [ 123688-59-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 38.77
TPSA : 23.79 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) : -5.83 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.86
Log Po/w (XLOGP3) : 2.53
Log Po/w (WLOGP) : 3.44
Log Po/w (MLOGP) : 3.05
Log Po/w (SILICOS-IT) : 3.32
Consensus Log Po/w : 2.84

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.19
Solubility : 0.141 mg/ml ; 0.000647 mol/l
Class : Soluble
Log S (Ali) : -2.68
Solubility : 0.459 mg/ml ; 0.00211 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.9
Solubility : 0.0274 mg/ml ; 0.000126 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.72

Safety of [ 123688-59-5 ]

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 [ 123688-59-5 ]

* 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 [ 123688-59-5 ]
  • Downstream synthetic route of [ 123688-59-5 ]

[ 123688-59-5 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 110301-23-0 ]
  • [ 123688-59-5 ]
YieldReaction ConditionsOperation in experiment
54%
Stage #1: at 20℃; for 1 h;
Stage #2: With hydrogen bromide; copper(I) bromide In water at 20℃; for 13.5 h;
To concentrated sulfuric acid (25 mL) was added sodium nitrite (3.20 g) portionwise at 5 °C, and the mixture was stirred at room temperature for 0.5 h. The mixture was cooled down to 5 °C, and then acetic acid (40 mL) was added dropwise to the mixture. The mixture was stirred at 5 °C for 5 min. To the mixture was added 4-amino-3,5-difluorobenzonitrile (8, 6.50 g) portionwise, and then the mixture was stirred at room temperature for 1 h. The mixture was transferred into a dropping funnel, and was added dropwise to a solution of copper(I) bromide (9.07 g) in 47 wt percent hydrobromic acid (25 mL) over 0.5 h. The mixture was stirred at room temperature for 13 h. Water (300 mL) was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and then dried. The desiccant was removed by filtration and the filtrate was evaporated in vacuo. The resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 9g (5.00 g, 54percent) as a white solid: 1H NMR (DMSO-d6) δ 7.98 (2H, d, J = 6.3 Hz); EI-MS m/z 217, 219 [(M)+].
Reference: [1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 17, p. 5235 - 5246
[2] Patent: WO2018/75871, 2018, A1, . Location in patent: Page/Page column 68
  • 2
  • [ 110301-23-0 ]
  • [ 123688-59-5 ]
Reference: [1] Patent: US5354502, 1994, A,
  • 3
  • [ 110301-23-0 ]
  • [ 7787-70-4 ]
  • [ 123688-59-5 ]
Reference: [1] Patent: US5200110, 1993, A,
[2] Patent: US5030382, 1991, A,
[3] Patent: US4883609, 1989, A,
  • 4
  • [ 7677-24-9 ]
  • [ 123688-59-5 ]
YieldReaction ConditionsOperation in experiment
5.6 g at 80℃; To a solution of intermediate 155 (10 g, 31 mmoles) in triethylamine (63 mL) there are added TMSCN (6.2 mL) and then Pd(PPh3)4(1.8 g).
The reaction mixture is brought to 80° C., and 1.8 g of Pd(PPh3)4 are again added.
The solution colours and a precipitate forms.
After GC monitoring, the reaction mixture is returned to ambient temperature and then 50 mL of toluene are added.
The mixture is filtered, and the filter is rinsed twice with 50 mL of toluene.
The filtrate is treated with 300 mL of 1N HCl, and then with a saturated aqueous NaCl solution.
Evaporation under reduced pressure yields 19 g of a solid.
The residue is purified by chromatography on silica (solid deposit (100percent cyclohexane)).
Intermediate 156 (5.6 g) is obtained in the form of a yellow solid.
1H NMR (300 MHz, DMSO-d6): δ 7.98 (m, 2H)
IR (cm-1): 2236, 1032; GC-EI (70 eV): 216.9
Reference: [1] Patent: US2017/137385, 2017, A1, . Location in patent: Paragraph 0243; 0250; 0251; 0252
  • 5
  • [ 67567-26-4 ]
  • [ 123688-59-5 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 17, p. 5235 - 5246
  • 6
  • [ 372-39-4 ]
  • [ 123688-59-5 ]
Reference: [1] Patent: US2017/137385, 2017, A1,
  • 7
  • [ 203302-95-8 ]
  • [ 123688-59-5 ]
Reference: [1] Patent: US2017/137385, 2017, A1,
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 123688-59-5 ]

Fluorinated Building Blocks

Chemical Structure| 133059-44-6

[ 133059-44-6 ]

4-Bromo-3-fluorobenzonitrile

Similarity: 0.94

Chemical Structure| 916792-15-9

[ 916792-15-9 ]

4-Bromo-5-fluoro-2-methylbenzonitrile

Similarity: 0.90

Chemical Structure| 79630-23-2

[ 79630-23-2 ]

3-Bromo-4-fluorobenzonitrile

Similarity: 0.88

Chemical Structure| 840481-82-5

[ 840481-82-5 ]

3-Bromo-2-fluorobenzonitrile

Similarity: 0.85

Chemical Structure| 133541-45-4

[ 133541-45-4 ]

4-Bromo-2,5-difluorobenzonitrile

Similarity: 0.85

Aryls

Chemical Structure| 133059-44-6

[ 133059-44-6 ]

4-Bromo-3-fluorobenzonitrile

Similarity: 0.94

Chemical Structure| 916792-15-9

[ 916792-15-9 ]

4-Bromo-5-fluoro-2-methylbenzonitrile

Similarity: 0.90

Chemical Structure| 79630-23-2

[ 79630-23-2 ]

3-Bromo-4-fluorobenzonitrile

Similarity: 0.88

Chemical Structure| 840481-82-5

[ 840481-82-5 ]

3-Bromo-2-fluorobenzonitrile

Similarity: 0.85

Chemical Structure| 133541-45-4

[ 133541-45-4 ]

4-Bromo-2,5-difluorobenzonitrile

Similarity: 0.85

Bromides

Chemical Structure| 133059-44-6

[ 133059-44-6 ]

4-Bromo-3-fluorobenzonitrile

Similarity: 0.94

Chemical Structure| 916792-15-9

[ 916792-15-9 ]

4-Bromo-5-fluoro-2-methylbenzonitrile

Similarity: 0.90

Chemical Structure| 79630-23-2

[ 79630-23-2 ]

3-Bromo-4-fluorobenzonitrile

Similarity: 0.88

Chemical Structure| 840481-82-5

[ 840481-82-5 ]

3-Bromo-2-fluorobenzonitrile

Similarity: 0.85

Chemical Structure| 133541-45-4

[ 133541-45-4 ]

4-Bromo-2,5-difluorobenzonitrile

Similarity: 0.85

Nitriles

Chemical Structure| 133059-44-6

[ 133059-44-6 ]

4-Bromo-3-fluorobenzonitrile

Similarity: 0.94

Chemical Structure| 916792-15-9

[ 916792-15-9 ]

4-Bromo-5-fluoro-2-methylbenzonitrile

Similarity: 0.90

Chemical Structure| 79630-23-2

[ 79630-23-2 ]

3-Bromo-4-fluorobenzonitrile

Similarity: 0.88

Chemical Structure| 840481-82-5

[ 840481-82-5 ]

3-Bromo-2-fluorobenzonitrile

Similarity: 0.85

Chemical Structure| 133541-45-4

[ 133541-45-4 ]

4-Bromo-2,5-difluorobenzonitrile

Similarity: 0.85