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[ CAS No. 1205-64-7 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1205-64-7
Chemical Structure| 1205-64-7
Structure of 1205-64-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1205-64-7 ]

CAS No. :1205-64-7 MDL No. :MFCD00008530
Formula : C13H13N Boiling Point : -
Linear Structure Formula :- InChI Key :TWPMMLHBHPYSMT-UHFFFAOYSA-N
M.W : 183.25 Pubchem ID :14569
Synonyms :

Calculated chemistry of [ 1205-64-7 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.08
Num. rotatable bonds : 2
Num. H-bond acceptors : 0.0
Num. H-bond donors : 1.0
Molar Refractivity : 60.95
TPSA : 12.03 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.76 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.48
Log Po/w (XLOGP3) : 3.75
Log Po/w (WLOGP) : 3.74
Log Po/w (MLOGP) : 3.61
Log Po/w (SILICOS-IT) : 3.24
Consensus Log Po/w : 3.36

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.84
Solubility : 0.0264 mg/ml ; 0.000144 mol/l
Class : Soluble
Log S (Ali) : -3.7
Solubility : 0.037 mg/ml ; 0.000202 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.35
Solubility : 0.000813 mg/ml ; 0.00000444 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 1.56

Safety of [ 1205-64-7 ]

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 [ 1205-64-7 ]

* 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 [ 1205-64-7 ]
  • Downstream synthetic route of [ 1205-64-7 ]

[ 1205-64-7 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 108-88-3 ]
  • [ 622-37-7 ]
  • [ 1205-64-7 ]
  • [ 620-84-8 ]
  • [ 1205-39-6 ]
Reference: [1] Journal of Organic Chemistry, 1993, vol. 58, # 24, p. 6900 - 6901
  • 2
  • [ 92-86-4 ]
  • [ 1205-64-7 ]
  • [ 65181-78-4 ]
YieldReaction ConditionsOperation in experiment
85.2% With sodium t-butanolate In toluene at 20 - 130℃; Inert atmosphere 3.0 g (30 mmol) of sodium tert-butoxide, 217 mg (0.5 mmol) of IPr-HCl (compound No. 1), 45 mg (0.2 mmol) of palladium(II) acetate, 3.67 g (20 mmol) of 3-methyldiphenylamine, 3.2 g (10 mmol) of 4,4'-dibromobiphenyl and 30 ml of toluene were put into a 50-ml three-neck flask equipped with a stirrer, a condenser tube, a thermometer and a gas-introducing duct, in an argon current at room temperature, and reacted under reflux in an oil bath controlled at a temperature of 130°C for 7 hours. The reaction liquid was cooled to room temperature, then left overnight at room temperature, and 150 ml of methylene chloride was added thereto. The insoluble matter was removed by filtration, and the filtrate was washed twice with 50 ml of water. This was dewatered and dried with 30 g of anhydrous sodium sulfate, and the solvent was evaporated away to give a residue. The residue was purified through column chromatography (carrier, Fuji Silicia's NH silica gel 150 g; eluent, cyclohexane) to give 4.4 g of N,N'-diphenyl-N,N'-di(m-tolyl)benzidine (TPD) (yield 85.2percent).
51%
Stage #1: With sodium hydride; magnesium bromide In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 2 h; Inert atmosphere
Stage #2: With iron(II) chloride In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 14 h; Inert atmosphere
In a 100 ml flask purged with a nitrogen atmosphere,30 g of xylene, 7.33 g (40 mmol) of N- (3-methylphenyl) aniline, 0.96 g (40 mmol) of sodium hydride,7.36 g (40 mmol) of magnesium bromide was charged,The reaction solution was heated to 140 ° C. while stirring.After aging for 2 hours at the same temperature, 0.063 g (0.5 mmol) of iron (II) chloride,3.12 g (10 mmol) of 4,4'-dibromobiphenyl was added,Further aging was carried out for 14 hours at the same temperature. After completion of the reaction,After cooling, water was added to dissolve the salt and liquid separation was carried out. After separating the organic layer,As a result of analysis by GC using the internal standard method,Bis (3-methylphenylphenylamino) biphenyl as a target product was produced in a yield of 51percent.
Reference: [1] Tetrahedron Letters, 1998, vol. 39, # 16, p. 2367 - 2370
[2] Journal of the Chinese Chemical Society, 2001, vol. 48, # 6 A, p. 1059 - 1064
[3] Patent: EP2157077, 2010, A1, . Location in patent: Page/Page column 9-10
[4] Journal of the American Chemical Society, 2012, vol. 134, # 50, p. 20262 - 20265
[5] Patent: JP5777106, 2015, B2, . Location in patent: Paragraph 0037
[6] Chemical Communications, 2010, vol. 46, # 7, p. 1103 - 1105
[7] Chemistry - An Asian Journal, 2010, vol. 5, # 8, p. 1788 - 1795
  • 3
  • [ 3001-15-8 ]
  • [ 1205-64-7 ]
  • [ 65181-78-4 ]
Reference: [1] Journal of Organic Chemistry, 1999, vol. 64, # 2, p. 670 - 674
[2] Patent: EP1553079, 2005, A2, . Location in patent: Page/Page column 11
  • 4
  • [ 3001-15-8 ]
  • [ 1205-64-7 ]
  • [ 620-84-8 ]
  • [ 20441-06-9 ]
  • [ 65181-78-4 ]
Reference: [1] Patent: JP2005/162671, 2005, A, . Location in patent: Page/Page column 11
[2] Patent: EP1553079, 2005, A2, . Location in patent: Page/Page column 11-12
  • 5
  • [ 92-86-4 ]
  • [ 1205-64-7 ]
  • [ 122-39-4 ]
  • [ 15546-43-7 ]
  • [ 65181-78-4 ]
Reference: [1] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 2
[2] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 4
[3] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 3
[4] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 3
[5] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 4
[6] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 4
[7] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 4
[8] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 4
[9] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 3
[10] Patent: US2005/80292, 2005, A1, . Location in patent: Page/Page column 3
  • 6
  • [ 1205-64-7 ]
  • [ 65181-78-4 ]
Reference: [1] Organic and Biomolecular Chemistry, 2005, vol. 3, # 20, p. 3767 - 3781
  • 7
  • [ 3001-15-8 ]
  • [ 1205-64-7 ]
  • [ 12775-96-1 ]
  • [ 65181-78-4 ]
Reference: [1] Patent: US4764625, 1988, A,
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