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[ CAS No. 442129-37-5 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 442129-37-5
Chemical Structure| 442129-37-5
Chemical Structure| 442129-37-5
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Product Details of [ 442129-37-5 ]

CAS No. :442129-37-5 MDL No. :MFCD13193513
Formula : C6H7ClN2 Boiling Point : -
Linear Structure Formula :- InChI Key :KPZRCZMNXPBHEH-UHFFFAOYSA-N
M.W : 142.59 Pubchem ID :45079594
Synonyms :

Calculated chemistry of [ 442129-37-5 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.17
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 38.62
TPSA : 38.91 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.87 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.51
Log Po/w (XLOGP3) : 1.83
Log Po/w (WLOGP) : 1.63
Log Po/w (MLOGP) : 1.16
Log Po/w (SILICOS-IT) : 1.74
Consensus Log Po/w : 1.58

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.37
Solubility : 0.608 mg/ml ; 0.00426 mol/l
Class : Soluble
Log S (Ali) : -2.27
Solubility : 0.771 mg/ml ; 0.0054 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.64
Solubility : 0.324 mg/ml ; 0.00227 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.59

Safety of [ 442129-37-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 442129-37-5 ]

* 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 [ 442129-37-5 ]
  • Downstream synthetic route of [ 442129-37-5 ]

[ 442129-37-5 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 442129-37-5 ]
  • [ 89466-17-1 ]
YieldReaction ConditionsOperation in experiment
91% at 140℃; for 6 h; 3.4 g of chloride IA was added to 10 ml of phosphorus tribromide and heated to 140 degrees.After 6 hours of reaction, the TLC reaction was complete, dropped to ambient temperature, and slowly added to crushed ice.Add 40percent sodium hydroxide to adjust the pH to 10, a large amount of solids are precipitated, filtered, and the filter cake is washed with 20 ml of water.The product IB 4g was obtained in a yield of 91percent.
Reference: [1] Patent: CN108658851, 2018, A, . Location in patent: Paragraph 0071; 0072; 0073
  • 2
  • [ 19230-57-0 ]
  • [ 442129-37-5 ]
  • [ 89466-17-1 ]
Reference: [1] Tetrahedron, 2011, vol. 67, # 47, p. 9063 - 9066
  • 3
  • [ 936727-56-9 ]
  • [ 442129-37-5 ]
YieldReaction ConditionsOperation in experiment
85% With hydrogenchloride In methanol; water at 70℃; for 1 h; II-1 (2.26 g, 10 mmol), methanol (20 ml), concentrated hydrochloric acid (1 eq) was placed in a 50 ml reaction flask.Heat to 70 °C for 1 hour, concentrate, add 10 ml of water,The pH of the system was adjusted to neutral with sodium hydroxide, and filtered to obtain a product of 1.2 g.The yield is 85percent.
36%
Stage #1: at 80℃; for 12 h;
Stage #2: With sodium hydrogencarbonate In water
Step d: 6-Chloro-5-methyl-pyridin-2-ylamine; To N-(6-chloro-5-methyl-pyridin-2-yl)- 2,2-dimethyl-propionamide (4.00 g, 17.7 mmol) was added 6 ν HCl (20 mL) at room temperature. The mixture was stirred at 80 0C for 12 hours. The reaction mixture was basified with drop-wise addition of sat. NaHCO3 to pH 8-9, and then the mixture was extracted with CH2Cl2 (3x). The organic phases were dried over Na2SO4 and evaporated under vacuum to obtain the 6-chloro-5-methyl-pyridin-2-ylamine (900 mg, 36percent). 1H NMR (400 MHz, CDCl3) δ 7.28 (d, J= 8.0 Hz, 1 H), 6.35 (d, J= 8.0 Hz, 1 H), 4.39 (br s, 2 H), 2.22 (s, 3 H). MS (ESI) m/z: 143 (M+H+).
Reference: [1] Patent: CN108658851, 2018, A, . Location in patent: Paragraph 0061; 0062; 0063
[2] Patent: WO2008/141119, 2008, A2, . Location in patent: Page/Page column 80-81
  • 4
  • [ 91668-83-6 ]
  • [ 442129-37-5 ]
YieldReaction ConditionsOperation in experiment
44%
Stage #1: With pyridine; trifluoroacetic anhydride In acetonitrile at 65 - 70℃; for 1 h;
Stage #2: With ethanolamine In acetonitrile at 10 - 20℃; for 12 h;
To a stirred solution of 2-chloro-3-methyl pyridine-1-oxide (9g) and pyridine (1 9. 9mL) in acetonitrile (9OmL) at about 65°C, was added a solution of trifluoroacetic anhydride (19. 53g in acetonitrile (1 8mL). The reaction mixture was stirred for about ih at about70°C. The reaction mixture was allowed to cool to about 10°C to about 15°C and ethanolamine (37. 82g) was added to it, The reaction mixture was maintained for about I 2h at about room temperature and water and ethyl acetate were added to it. The two layers were separated and the organic layer was washed with water and saturated brine solution, dried and concentrated under reduced pressure at about 45°C. The residue waspurified by column chromatography (20-25percent ethyl acetate in hexane). Yield: 4.1 g (44percent).‘H NIVIR (300IVIHz, CDC13): ö 7.29-7.26 (d,J7.8Hz,1H), 6.37-6.34 (d,J8.lHz,1H), 4.22(brs,2H), 2.22 (s,3H)Mass [M+Hfb: 142.58
Reference: [1] Patent: WO2017/56031, 2017, A1, . Location in patent: Paragraph 0174
  • 5
  • [ 19230-57-0 ]
  • [ 442129-37-5 ]
Reference: [1] Tetrahedron, 2011, vol. 67, # 47, p. 9063 - 9066
  • 6
  • [ 1603-41-4 ]
  • [ 442129-37-5 ]
Reference: [1] Patent: WO2008/141119, 2008, A2,
  • 7
  • [ 86847-78-1 ]
  • [ 442129-37-5 ]
Reference: [1] Patent: WO2008/141119, 2008, A2,
  • 8
  • [ 171520-82-4 ]
  • [ 442129-37-5 ]
Reference: [1] Patent: WO2008/141119, 2008, A2,
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