Home Cart 0 Sign in  

[ CAS No. 51786-11-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 51786-11-9
Chemical Structure| 51786-11-9
Structure of 51786-11-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 51786-11-9 ]

Related Doc. of [ 51786-11-9 ]

Alternatived Products of [ 51786-11-9 ]

Product Details of [ 51786-11-9 ]

CAS No. :51786-11-9 MDL No. :MFCD11848763
Formula : C7H4ClNO Boiling Point : -
Linear Structure Formula :- InChI Key :DERLNEQRYBEGFW-UHFFFAOYSA-N
M.W :153.57 Pubchem ID :21436545
Synonyms :

Calculated chemistry of [ 51786-11-9 ]

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 : 1.0
Molar Refractivity : 38.19
TPSA : 44.02 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 : Yes
Log Kp (skin permeation) : -5.88 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.54
Log Po/w (XLOGP3) : 1.91
Log Po/w (WLOGP) : 1.92
Log Po/w (MLOGP) : 1.39
Log Po/w (SILICOS-IT) : 1.96
Consensus Log Po/w : 1.74

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.44
Solubility : 0.558 mg/ml ; 0.00364 mol/l
Class : Soluble
Log S (Ali) : -2.46
Solubility : 0.535 mg/ml ; 0.00349 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.51
Solubility : 0.477 mg/ml ; 0.0031 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.36

Safety of [ 51786-11-9 ]

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 [ 51786-11-9 ]

* 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 [ 51786-11-9 ]
  • Downstream synthetic route of [ 51786-11-9 ]

[ 51786-11-9 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 853331-52-9 ]
  • [ 51786-11-9 ]
YieldReaction ConditionsOperation in experiment
55.7% With Cyclohexyl iodide In N,N-dimethyl-formamide at 155℃; for 7 h; Inert atmosphere Intermediate 25a: 2-chloro-3-hvdroxybenzonitrile Iodocyclohexane (3.86 mL, 29.83 mmol) was added to 2-chloro-3-methoxybenzonitrile (1 g, 5.97 mmol) in DMF (10 mL) at 20°C under nitrogen. The resulting solution was stirred at 155 °C for 7 hours. The reaction was cooled and poured into water. Extracted into ethyl acetate (2 x 50 mL) and the combined organics washed with brine (50 mL), dried over Na2S04, filtered and evaporated to give crude product. The crude solid was triturated with DCM to give a solid which was collected by filtration and dried under vacuum to give 2- chloro-3-hydroxybenzonitrile (0.510 g, 55.7 percent) as a white solid. No further material obtained after columning the filtrate. 1H NMR (400 MHz, DMSO) 7.25 7.39 (3H, m),11.00 (1H, s). m/z (ES-) (M-H)- = 152
Reference: [1] Patent: WO2011/121350, 2011, A1, . Location in patent: Page/Page column 105
[2] Patent: WO2010/56631, 2010, A1, . Location in patent: Page/Page column 146
  • 2
  • [ 56962-10-8 ]
  • [ 51786-11-9 ]
YieldReaction ConditionsOperation in experiment
100% for 2 h; Heating / reflux Preparation 72: 2-Chloro-3-hydroxybenzonitrile A mixture of 2-chloro-3-hydroxybenzaldehyde [(2 g, 12.8 mmol) WO 2005007633, p34] and hydroxylammonium chloride (1.33 g, 19.6 mmol) in acetic acid (20 mL) was heated under reflux for 2 hours. The reaction mixture was then cooled to room temperature and partitioned between diethyl ether and water. The organic layer was separated, washed with brine, dried over magnesium sulfate and concentrated in vacuo to give a white solid. The solid was then dissolved in ethyl acetate washed with water and brine, dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a solid in quantitative yield. 1H NMR(400 MHz, CD3OD) δ: 7.18(d, 1H), 7.26(m, 2H)
Reference: [1] Patent: US2006/160786, 2006, A1, . Location in patent: Page/Page column 36
  • 3
  • [ 211172-52-0 ]
  • [ 51786-11-9 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 6, p. 1319 - 1321
  • 4
  • [ 873-62-1 ]
  • [ 51786-11-9 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 6, p. 1319 - 1321
  • 5
  • [ 129298-23-3 ]
  • [ 51786-11-9 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 6, p. 1319 - 1321
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 51786-11-9 ]

Aryls

Chemical Structure| 51748-01-7

[ 51748-01-7 ]

4-Chloro-3-hydroxybenzonitrile

Similarity: 0.94

Chemical Structure| 13589-72-5

[ 13589-72-5 ]

5-Chloro-2-hydroxybenzonitrile

Similarity: 0.86

Chemical Structure| 473923-97-6

[ 473923-97-6 ]

3-Chloro-5-hydroxybenzonitrile

Similarity: 0.86

Chemical Structure| 2315-81-3

[ 2315-81-3 ]

3-Chloro-4-hydroxybenzonitrile

Similarity: 0.85

Chemical Structure| 30818-28-1

[ 30818-28-1 ]

4-Chloro-2-hydroxybenzonitrile

Similarity: 0.83

Chlorides

Chemical Structure| 51748-01-7

[ 51748-01-7 ]

4-Chloro-3-hydroxybenzonitrile

Similarity: 0.94

Chemical Structure| 13589-72-5

[ 13589-72-5 ]

5-Chloro-2-hydroxybenzonitrile

Similarity: 0.86

Chemical Structure| 473923-97-6

[ 473923-97-6 ]

3-Chloro-5-hydroxybenzonitrile

Similarity: 0.86

Chemical Structure| 2315-81-3

[ 2315-81-3 ]

3-Chloro-4-hydroxybenzonitrile

Similarity: 0.85

Chemical Structure| 30818-28-1

[ 30818-28-1 ]

4-Chloro-2-hydroxybenzonitrile

Similarity: 0.83

Nitriles

Chemical Structure| 51748-01-7

[ 51748-01-7 ]

4-Chloro-3-hydroxybenzonitrile

Similarity: 0.94

Chemical Structure| 13589-72-5

[ 13589-72-5 ]

5-Chloro-2-hydroxybenzonitrile

Similarity: 0.86

Chemical Structure| 473923-97-6

[ 473923-97-6 ]

3-Chloro-5-hydroxybenzonitrile

Similarity: 0.86

Chemical Structure| 2315-81-3

[ 2315-81-3 ]

3-Chloro-4-hydroxybenzonitrile

Similarity: 0.85

Chemical Structure| 30818-28-1

[ 30818-28-1 ]

4-Chloro-2-hydroxybenzonitrile

Similarity: 0.83