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[ CAS No. 1552-42-7 ] {[proInfo.proName]}

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Chemical Structure| 1552-42-7
Chemical Structure| 1552-42-7
Structure of 1552-42-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1552-42-7 ]

CAS No. :1552-42-7 MDL No. :MFCD00070611
Formula : C26H29N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :IPAJDLMMTVZVPP-UHFFFAOYSA-N
M.W : 415.53 Pubchem ID :73773
Synonyms :

Calculated chemistry of [ 1552-42-7 ]

Physicochemical Properties

Num. heavy atoms : 31
Num. arom. heavy atoms : 18
Fraction Csp3 : 0.27
Num. rotatable bonds : 5
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 127.24
TPSA : 36.02 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.36 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.75
Log Po/w (XLOGP3) : 3.49
Log Po/w (WLOGP) : 4.24
Log Po/w (MLOGP) : 3.76
Log Po/w (SILICOS-IT) : 3.85
Consensus Log Po/w : 3.82

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.71
Solubility : 0.00802 mg/ml ; 0.0000193 mol/l
Class : Moderately soluble
Log S (Ali) : -3.93
Solubility : 0.0489 mg/ml ; 0.000118 mol/l
Class : Soluble
Log S (SILICOS-IT) : -7.84
Solubility : 0.00000599 mg/ml ; 0.0000000144 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 1.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.8

Safety of [ 1552-42-7 ]

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 [ 1552-42-7 ]

* 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 [ 1552-42-7 ]
  • Downstream synthetic route of [ 1552-42-7 ]

[ 1552-42-7 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 1255-69-2 ]
  • [ 1552-42-7 ]
YieldReaction ConditionsOperation in experiment
95.4% With hydrogenchloride; sodium hydroxide In water EXAMPLE 1
To a 500 ml reaction vessel, 21.5 g of 2-[4,4'-bis(dimethylamino) benzhydryl]-5-dimethylaminobenzoic acid having a purity of 97.0percent was charged and 250 g of water was added.
To the dispersion thus obtained, 21.5 g of activated carbon; SHIRASAGI-C (manufactured by Takeda Chemical Ind. Co.) and 2.0 g of a 49percent aqueous NaOH solution were added and stirred at 90 to 95° C.
Through the reaction system thus obtained air was blown for 9 hours at a rate of 400 ml/min.
After finishing the reaction, the reaction mass was filtered and the obtained cake was slurried in water, and completely dissolved by adding 19.5 g of a 36percent aqueous HCl solution.
Thereafter, the activated carbon was filtered.
The filtrate was neutralized to pH7.0 with a 49percent aqueous NaOH solution.
The precipitated crystals were filtered, washed and dried to obtain 20.1 g of 3,3-bis(4-dimethylaminophenyl)-6-dimethylaminophthalide.
The yield was 95.4percent.
Formation of by-product in the reaction was 1.5percent.
Selectivity of reaction was 98.4percent.
6.8 g With dihydrogen peroxide In water for 2 h; Taking urea 2.4g dissolved in 10 ml water, to which slowly dropping in 3 ml concentrated sulfuric acid, then adding 3.07g p-dimethylaminobenzaldehyde, heating to 50 °C, reaction 2h, after adding 2.5 ml of dimethylaniline, raising the temperature to 80 °C, thermal insulation 2h, adding 3.33g p-dimethylaminobenzoic acid, heating to 90 °C, thermal insulation 2h, add 20 ml water, thermal insulation 8h, natural cooling to room temperature, in the 50 °C, to drop by the 10g potassium hydroxide, 100 ml of water and 6 ml of the ammonia solution in a, adding 0.1g copper sulfate pentahydrate, heating to 70 °C, to wherein the instillment by 12mL 30percent hydrogen peroxide and 24 ml water into solution, dropping 2h, cooling, filtering, drying to obtain the product 6.8 g.
Reference: [1] Patent: US5973168, 1999, A,
[2] Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 10, p. 2012 - 2014[3] Zhurnal Organicheskoi Khimii, 1986, vol. 22, # 10, p. 2240 - 2241
[4] Patent: US4595768, 1986, A,
[5] Patent: US4271075, 1981, A,
[6] Patent: US4271075, 1981, A,
[7] Patent: US4271075, 1981, A,
[8] Patent: CN106565650, 2017, A, . Location in patent: Paragraph 0017; 0018
  • 2
  • [ 77-09-8 ]
  • [ 1255-69-2 ]
  • [ 1552-42-7 ]
Reference: [1] Patent: US4595768, 1986, A,
  • 3
  • [ 5339-80-0 ]
  • [ 1552-42-7 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 10, p. 2012 - 2014[2] Zhurnal Organicheskoi Khimii, 1986, vol. 22, # 10, p. 2240 - 2241
  • 4
  • [ 29199-08-4 ]
  • [ 1552-42-7 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 10, p. 2012 - 2014[2] Zhurnal Organicheskoi Khimii, 1986, vol. 22, # 10, p. 2240 - 2241
  • 5
  • [ 623927-11-7 ]
  • [ 1552-42-7 ]
Reference: [1] Patent: CN106565650, 2017, A,
  • 6
  • [ 100-10-7 ]
  • [ 1552-42-7 ]
Reference: [1] Patent: CN106565650, 2017, A,
  • 7
  • [ 76339-00-9 ]
  • [ 1552-42-7 ]
  • [ 76918-85-9 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 12, p. 3561 - 3569
  • 8
  • [ 77-78-1 ]
  • [ 29199-07-3 ]
  • [ 1552-42-7 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 10, p. 2012 - 2014[2] Zhurnal Organicheskoi Khimii, 1986, vol. 22, # 10, p. 2240 - 2241
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