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[ CAS No. 21352-22-7 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 21352-22-7
Chemical Structure| 21352-22-7
Chemical Structure| 21352-22-7
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Product Details of [ 21352-22-7 ]

CAS No. :21352-22-7 MDL No. :MFCD08705651
Formula : C10H10N2 Boiling Point : -
Linear Structure Formula :- InChI Key :SCOYSIILKQNHRZ-UHFFFAOYSA-N
M.W :158.20 Pubchem ID :12300696
Synonyms :

Calculated chemistry of [ 21352-22-7 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.1
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 51.11
TPSA : 38.91 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) : -5.91 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.66
Log Po/w (XLOGP3) : 1.91
Log Po/w (WLOGP) : 2.13
Log Po/w (MLOGP) : 1.49
Log Po/w (SILICOS-IT) : 2.21
Consensus Log Po/w : 1.88

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.64
Solubility : 0.362 mg/ml ; 0.00229 mol/l
Class : Soluble
Log S (Ali) : -2.35
Solubility : 0.706 mg/ml ; 0.00446 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.72
Solubility : 0.0304 mg/ml ; 0.000192 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.23

Safety of [ 21352-22-7 ]

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 [ 21352-22-7 ]

* 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 [ 21352-22-7 ]
  • Downstream synthetic route of [ 21352-22-7 ]

[ 21352-22-7 ] Synthesis Path-Upstream   1~14

  • 1
  • [ 75353-77-4 ]
  • [ 21352-22-7 ]
YieldReaction ConditionsOperation in experiment
80% With hydrogenchloride; tin(II) chloride dihdyrate In water at 50℃; A solution of 2-methyl-3-nitroquinoline (400 mg, 2.13 mmol) in cone. HCI (8 mL) was heated to 50 °C. Tin (II) chloride dihydrate (1 .2 g, 5.3 mmol) was added. The mixture was stirred at 50 °C overnight. The mixture was diluted with water (20 mL). The pH was brought to 9 by addition of aqueous 5 N NaOH. The mixture was cooled to 4 °C and extracted with ethyl acetate (2 x 30 mL). The combined extracts were washed with ice-cold water (40 mL) and dried over anhydrous Na2S04, filtered, and concentrated to give 3-amino-2-methylquinoine (270 mg, 80percent) as a yellow solid. 1 H NMR (400 MHz, CDCI3): δ 7.84 (d, J = 8.4 Hz, 1 H), 7.51 (dd, J = 1 .2, 8.0 Hz, 1 H), 7.39-7.30 (m, 2H), 7.16 (s, 1 H), 3.77 (s, 2H), 2.56 (s, 3H).
Reference: [1] Patent: WO2013/14569, 2013, A1, . Location in patent: Page/Page column 35
[2] Justus Liebigs Annalen der Chemie, 1957, vol. 602, p. 14,18
[3] Chemistry - A European Journal, 2014, vol. 20, # 24, p. 7245 - 7248
[4] Chemical Communications, 2014, vol. 50, # 67, p. 9588 - 9590
  • 2
  • [ 42508-60-1 ]
  • [ 529-23-7 ]
  • [ 21352-22-7 ]
YieldReaction ConditionsOperation in experiment
4.8 g
Stage #1: With pyridine; dmap In ethanol for 48 h; Inert atmosphere; Schlenk technique; Reflux
Stage #2: With pyrrolidine In ethanol at 20℃; for 16 h; Inert atmosphere; Schlenk technique; Reflux
A mixture of 2-aminobenzaldehyde (6.0 g, 49.58 mmol), 1-(2-oxopropyl)pyridinium chloride (8.98 g, 52.06 mmol), pyridine (2.6 ml, 32.72 mmol) and 4-dimethylaminopyridine (60 mg, 0.49 mmol) in ethanol (75 ml) were refluxed for 48 h. The reaction mixture was cooled to room temperature and pyrrolidine (10.3 ml, 123.96 mmol) was added, and mixture was then refluxed for 16 h. The volatiles were removed under reduced pressure and the resultant mixture was diluted with aqueous sodium bicarbonate solution (200 ml). The mixture was extracted with dichloromethane (2 x 200 ml). The combined organic layers were washed with brine (200 ml) and dried over anhydrous sodium sulphate. The organic layer was filtered and concentrated under reduced pressure. The residue obtained was purified by flash silica gel column chromatography to yield 4.8 g of product as a yellow solid.
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 9, p. 2073 - 2078
  • 3
  • [ 529-23-7 ]
  • [ 2450-71-7 ]
  • [ 21352-22-7 ]
Reference: [1] Chemistry - A European Journal, 2012, vol. 18, # 18, p. 5530 - 5535
  • 4
  • [ 17282-41-6 ]
  • [ 529-23-7 ]
  • [ 21352-22-7 ]
Reference: [1] Tetrahedron, 2004, vol. 60, # 13, p. 2937 - 2942
  • 5
  • [ 613-19-4 ]
  • [ 21352-22-7 ]
Reference: [1] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 21, p. 538
  • 6
  • [ 117-57-7 ]
  • [ 21352-22-7 ]
Reference: [1] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 21, p. 538
  • 7
  • [ 612-25-9 ]
  • [ 21352-22-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 9, p. 2073 - 2078
  • 8
  • [ 5344-90-1 ]
  • [ 21352-22-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 9, p. 2073 - 2078
  • 9
  • [ 552-89-6 ]
  • [ 21352-22-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 9, p. 2073 - 2078
  • 10
  • [ 79358-29-5 ]
  • [ 21352-22-7 ]
Reference: [1] Chemische Berichte, 1941, vol. 74, p. 1085,1087
  • 11
  • [ 529-23-7 ]
  • [ 21352-22-7 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1957, vol. 602, p. 14,18
  • 12
  • [ 7664-93-9 ]
  • [ 21352-22-7 ]
Reference: [1] Chemische Berichte, 1907, vol. 40, p. 3433
  • 13
  • [ 71881-80-6 ]
  • [ 21352-22-7 ]
Reference: [1] Journal of the Chemical Society, 1924, vol. 125, p. 653
[2] Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1923, vol. <5> 32 II, p. 405
  • 14
  • [ 7647-01-0 ]
  • [ 21352-22-7 ]
Reference: [1] Gazzetta Chimica Italiana, 1923, vol. 53, p. 7
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