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[ CAS No. 7746-27-2 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 7746-27-2
Chemical Structure| 7746-27-2
Chemical Structure| 7746-27-2
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Product Details of [ 7746-27-2 ]

CAS No. :7746-27-2 MDL No. :MFCD08272244
Formula : C8H7BrN2 Boiling Point : -
Linear Structure Formula :- InChI Key :PUVRYFUBGFMXMW-UHFFFAOYSA-N
M.W : 211.06 Pubchem ID :21336465
Synonyms :

Calculated chemistry of [ 7746-27-2 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.12
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 48.76
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) : -5.71 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.56
Log Po/w (XLOGP3) : 2.64
Log Po/w (WLOGP) : 2.63
Log Po/w (MLOGP) : 2.19
Log Po/w (SILICOS-IT) : 3.15
Consensus Log Po/w : 2.44

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.42
Solubility : 0.0808 mg/ml ; 0.000383 mol/l
Class : Soluble
Log S (Ali) : -2.89
Solubility : 0.27 mg/ml ; 0.00128 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.16
Solubility : 0.0147 mg/ml ; 0.0000697 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.52

Safety of [ 7746-27-2 ]

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 [ 7746-27-2 ]

* 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 [ 7746-27-2 ]
  • Downstream synthetic route of [ 7746-27-2 ]

[ 7746-27-2 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 625446-22-2 ]
  • [ 7746-27-2 ]
YieldReaction ConditionsOperation in experiment
72% With hydrazine hydrate In ethylene glycol at 165℃; for 12 h; Intermediate 95
6-bromo-3-methyl-1H-indazole To a solution of intermediate 94 (3.7 g, 17.04 mmoles) in 1,2-ethanediol (25 ml), hydrazine hydrate (1.65 ml, 34.09 mmoles) was added at room temperature and heated to 165° C. After 12 h, the reaction mixture cooled to room temperature, quenched with water and solid precipitated was filtered and dried under vacuum to afford the title compound as colourless solid (2.5 g, 72percent yield). 1H-NMR (δ ppm, DMSO-d6, 400 MHz): δ 12.74 (s, 1H), 7.67 (d, J=5.8 Hz, 1H), 7.65 (s, 1H), 7.19 (dd, J=8.6, 1.4 Hz, 1H), 2.46 (s, 3H).
Reference: [1] Patent: US2011/118257, 2011, A1, . Location in patent: Page/Page column 98
[2] Patent: WO2010/54279, 2010, A1, . Location in patent: Page/Page column 119-120
[3] Patent: WO2010/59658, 2010, A1, . Location in patent: Page/Page column 200
[4] Patent: WO2012/37132, 2012, A1,
[5] Patent: WO2015/42397, 2015, A1, . Location in patent: Paragraph 0001196
[6] Patent: WO2016/57834, 2016, A1, . Location in patent: Paragraph 000673
  • 2
  • [ 947685-09-8 ]
  • [ 7746-27-2 ]
YieldReaction ConditionsOperation in experiment
86% at 165℃; for 6 h; 1 -(4-Bromo-2-fluorophenyl)ethanone hydrazone (420 mg, 1.817 mmol) was dissolved in ethylene glycol (5 mL) and was heated at 165 °C for 6 h after which time the cooled reaction mixture was poured into water (15 mL). The aqueous mixture was neutralized using a small amount of saturated aqueous sodium bicarbonate to afford a pale yellow precipitate. The solid was filtered, was washed with water and was dried to afford 6-bromo-3 -methyl- lH-indazole (330 mg, 86percent yield) as a pale yellow solid. XH NMR (400 MHz, CDC13): δ 9.94 (br s, 1H), 7.60 (s, 1H), 7.53 (d, 1H), 7.23 (d, 1H), 2.62 (s, 3H).
78% at 165℃; for 6 h; The hydrazone (3.69 g, 16 mmol) was then treated with ethylene glycol (25 mL) and heated at 165° C. for 6 h after which time the cooled reaction mixture was poured onto water (100 mL).
The aqueous mixture was neutralized, with rapid stirring, using a small amount of an aqueous saturated solution of NaHCO3 to afford a pale yellow precipitate.
The solids were filtered, washed with water, and air dried to afford cyclized indazole product (2.62 g, 78percent).
Reference: [1] Patent: WO2012/37132, 2012, A1, . Location in patent: Page/Page column 71; 72
[2] Patent: US2007/203124, 2007, A1, . Location in patent: Page/Page column 13-14
  • 3
  • [ 57848-46-1 ]
  • [ 7746-27-2 ]
Reference: [1] Patent: US2011/118257, 2011, A1,
[2] Patent: WO2016/57834, 2016, A1,
  • 4
  • [ 353282-88-9 ]
  • [ 7746-27-2 ]
Reference: [1] Patent: US2011/118257, 2011, A1,
[2] Patent: WO2016/57834, 2016, A1,
  • 5
  • [ 112704-79-7 ]
  • [ 7746-27-2 ]
Reference: [1] Patent: WO2012/37132, 2012, A1,
  • 6
  • [ 801303-33-3 ]
  • [ 7746-27-2 ]
Reference: [1] Patent: WO2012/37132, 2012, A1,
  • 7
  • [ 7746-27-2 ]
  • [ 74-88-4 ]
  • [ 1095539-84-6 ]
  • [ 1142189-49-8 ]
Reference: [1] Patent: US2011/118257, 2011, A1, . Location in patent: Page/Page column 100
[2] Patent: WO2015/42397, 2015, A1, . Location in patent: Paragraph 0001206
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