Home Cart 0 Sign in  
X

[ CAS No. 172921-33-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 172921-33-4
Chemical Structure| 172921-33-4
Chemical Structure| 172921-33-4
Structure of 172921-33-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 172921-33-4 ]

Related Doc. of [ 172921-33-4 ]

Alternatived Products of [ 172921-33-4 ]

Product Details of [ 172921-33-4 ]

CAS No. :172921-33-4 MDL No. :MFCD09878116
Formula : C6H2BrClF2 Boiling Point : -
Linear Structure Formula :- InChI Key :QVXGDUWCYGGRHC-UHFFFAOYSA-N
M.W : 227.43 Pubchem ID :23270179
Synonyms :

Calculated chemistry of [ 172921-33-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 39.07
TPSA : 0.0 Ų

Pharmacokinetics

GI absorption : Low
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) : -5.24 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.25
Log Po/w (XLOGP3) : 3.44
Log Po/w (WLOGP) : 4.22
Log Po/w (MLOGP) : 4.48
Log Po/w (SILICOS-IT) : 4.02
Consensus Log Po/w : 3.68

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.86
Solubility : 0.0313 mg/ml ; 0.000138 mol/l
Class : Soluble
Log S (Ali) : -3.12
Solubility : 0.172 mg/ml ; 0.000757 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.43
Solubility : 0.00843 mg/ml ; 0.0000371 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.95

Safety of [ 172921-33-4 ]

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

Application In Synthesis of [ 172921-33-4 ]

* 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 [ 172921-33-4 ]
  • Downstream synthetic route of [ 172921-33-4 ]

[ 172921-33-4 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 2613-30-1 ]
  • [ 172921-33-4 ]
YieldReaction ConditionsOperation in experiment
48.4% With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 20 - 65℃; Anhydrous copper (II) bromide (2.7 g, 12.1 mmol) and t-butyl nitrite (1.56 g, 15.1 mmol) were combined in anhydrous acetonitrile (25 mL).
The resulting mixture was heated to 65° C. and a solution of 4-chloro-2,5-difluoro-phenylamine (1.65 g, 10.1 mmol) in anhydrous acetonitrile (2 mL) was added dropwise (vigorous gas evolution was noted).
After the reaction mixture cooled to ambient temperature, it was added to 2N HCl and extracted twice with diethyl ether.
The organic extracts were then combined, washed with 2N HCl, washed with saturated sodium bicarbonate, dried, concentrated and purified by flash chromatography on silica gel (hexanes) to give the title compound as a white solid (1.11 g, 48.4percent yield): 1H NMR (CDCl3) δ 7.38 (dd, 2H), 7.21 (dd, 2H).
48.4% With tert.-butylnitrite; copper(ll) bromide In acetonitrile 2.
Preparation of 1-Bromo-4-chloro-2,5-difluorobenzene
Anhydrous copper (II) bromide (2.7 g, 12.1 mmol) and t-butyl nitrite (1.56 g, 15.1 mmol) were combined in anhydrous acetonitrile (25 mL).
The resulting mixture was heated to 65° C. and a solution of 4-chloro-2,5-difluoro-phenylamine (1.65 g, 10.1 mmol) in anhydrous acetonitrile (2 mL) was added dropwise (vigorous gas evolution was noted).
After the reaction mixture cooled ambient temperature, it was added to 2N HCl and extracted with ether twice.
The organic extracts were then combined, washed with 2N HCl, washed with saturated sodium bicarbonate, dried, concentrated and purified by flash chromatography on silica gel (hexanes) to give the title compound as a white solid (1.11 g, 48.4percent yield): 1H NMR (CDCl3): δ 7.38 (dd, 2H), 7.21 (dd, 2H).
Reference: [1] Patent: US2009/88322, 2009, A1, . Location in patent: Page/Page column 8
[2] Patent: US2009/62125, 2009, A1, . Location in patent: Page/Page column 8
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 172921-33-4 ]

Fluorinated Building Blocks

Chemical Structure| 1160573-67-0

[ 1160573-67-0 ]

1-Bromo-3-chloro-2,5-difluorobenzene

Similarity: 0.98

Chemical Structure| 914636-89-8

[ 914636-89-8 ]

1-Bromo-5-chloro-2,4-difluorobenzene

Similarity: 0.92

Chemical Structure| 1996-29-8

[ 1996-29-8 ]

1-Bromo-4-chloro-2-fluorobenzene

Similarity: 0.92

Chemical Structure| 176673-72-6

[ 176673-72-6 ]

5-Bromo-2-chloro-1,3-difluorobenzene

Similarity: 0.88

Chemical Structure| 33863-76-2

[ 33863-76-2 ]

1-Bromo-3-chloro-5-fluorobenzene

Similarity: 0.88

Aryls

Chemical Structure| 1160573-67-0

[ 1160573-67-0 ]

1-Bromo-3-chloro-2,5-difluorobenzene

Similarity: 0.98

Chemical Structure| 914636-89-8

[ 914636-89-8 ]

1-Bromo-5-chloro-2,4-difluorobenzene

Similarity: 0.92

Chemical Structure| 1996-29-8

[ 1996-29-8 ]

1-Bromo-4-chloro-2-fluorobenzene

Similarity: 0.92

Chemical Structure| 176673-72-6

[ 176673-72-6 ]

5-Bromo-2-chloro-1,3-difluorobenzene

Similarity: 0.88

Chemical Structure| 33863-76-2

[ 33863-76-2 ]

1-Bromo-3-chloro-5-fluorobenzene

Similarity: 0.88

Bromides

Chemical Structure| 1160573-67-0

[ 1160573-67-0 ]

1-Bromo-3-chloro-2,5-difluorobenzene

Similarity: 0.98

Chemical Structure| 914636-89-8

[ 914636-89-8 ]

1-Bromo-5-chloro-2,4-difluorobenzene

Similarity: 0.92

Chemical Structure| 1996-29-8

[ 1996-29-8 ]

1-Bromo-4-chloro-2-fluorobenzene

Similarity: 0.92

Chemical Structure| 176673-72-6

[ 176673-72-6 ]

5-Bromo-2-chloro-1,3-difluorobenzene

Similarity: 0.88

Chemical Structure| 33863-76-2

[ 33863-76-2 ]

1-Bromo-3-chloro-5-fluorobenzene

Similarity: 0.88

Chlorides

Chemical Structure| 1160573-67-0

[ 1160573-67-0 ]

1-Bromo-3-chloro-2,5-difluorobenzene

Similarity: 0.98

Chemical Structure| 914636-89-8

[ 914636-89-8 ]

1-Bromo-5-chloro-2,4-difluorobenzene

Similarity: 0.92

Chemical Structure| 1996-29-8

[ 1996-29-8 ]

1-Bromo-4-chloro-2-fluorobenzene

Similarity: 0.92

Chemical Structure| 176673-72-6

[ 176673-72-6 ]

5-Bromo-2-chloro-1,3-difluorobenzene

Similarity: 0.88

Chemical Structure| 33863-76-2

[ 33863-76-2 ]

1-Bromo-3-chloro-5-fluorobenzene

Similarity: 0.88