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[ CAS No. 2328-12-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 2328-12-3
Chemical Structure| 2328-12-3
Structure of 2328-12-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 2328-12-3 ]

CAS No. :2328-12-3 MDL No. :MFCD00012744
Formula : C11H16ClNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :SHOWAGCIRTUYNA-UHFFFAOYSA-N
M.W :229.70 Pubchem ID :6456035
Synonyms :

Calculated chemistry of [ 2328-12-3 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.45
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 65.73
TPSA : 30.49 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.23 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 2.07
Log Po/w (WLOGP) : 1.62
Log Po/w (MLOGP) : 1.4
Log Po/w (SILICOS-IT) : 2.38
Consensus Log Po/w : 1.49

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.73
Solubility : 0.426 mg/ml ; 0.00185 mol/l
Class : Soluble
Log S (Ali) : -2.34
Solubility : 1.05 mg/ml ; 0.00458 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.54
Solubility : 0.0666 mg/ml ; 0.00029 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.86

Safety of [ 2328-12-3 ]

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 [ 2328-12-3 ]

* 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 [ 2328-12-3 ]
  • Downstream synthetic route of [ 2328-12-3 ]

[ 2328-12-3 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 50-00-0 ]
  • [ 120-20-7 ]
  • [ 2328-12-3 ]
YieldReaction ConditionsOperation in experiment
61.8%
Stage #1: at 20℃; for 3 h;
Stage #2: With hydrogenchloride In ethanol; water for 4 h; Reflux
In a 250 ml single-necked flask, 3,4-dimethoxyphenylethylamine (18.1 g, 100 mmol) and paraformaldehyde (3.6 g,120mmol), absolute ethanol (30ml). After stirring for 3 h at room temperature, the pH was adjusted to 2 with concentrated hydrochloric acid, and the mixture was heated to reflux for 4 h. The mixture was cooled and filtered.White crystalline hydrochloride salt 14.2 g, yield 61.8percent
61.8%
Stage #1: at 20℃; for 3 h;
Stage #2: With hydrogenchloride In ethanol; water at 78℃; for 4 h;
To a 250 mL round bottom flask with anhydrous ethanol (30 mL) solution was added 3, 4-dimethoxy phenethylamine (18.1 g, 100 mmol) and paraformaldehyde (3.6 g, 120 mmol). And then the mixture was reacted at room temperature by TLC monitoring. After 3 h, the pH was adjust to 2 with concentrated hydrochloric. Afterwards, the mixture was refluxed at 78°C for 4 h, then cool to room temperature and obtained white precipitation. After filtration, compound f was obtained as a white crystal, yield: 61.8percent.
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 20, p. 5285 - 5289
[2] Patent: CN107573325, 2018, A, . Location in patent: Paragraph 0109; 0110; 0111
[3] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 9, p. 2420 - 2427
[4] Pharmazie, 1990, vol. 45, # 6, p. 408 - 410
[5] Journal of the American Chemical Society, 1934, vol. 56, p. 1769
  • 2
  • [ 26259-07-4 ]
  • [ 2328-12-3 ]
Reference: [1] Patent: US2008/33177, 2008, A1, . Location in patent: Page/Page column 10-11
  • 3
  • [ 109-87-5 ]
  • [ 120-20-7 ]
  • [ 2328-12-3 ]
Reference: [1] European Journal of Medicinal Chemistry, 1981, vol. 16, # 6, p. 508 - 514
  • 4
  • [ 7647-01-0 ]
  • [ 14429-07-3 ]
  • [ 1333-74-0 ]
  • [ 2328-12-3 ]
Reference: [1] Chem. Pharm. Bull. (Tokyo), 1966, vol. 14, p. 1382 - 1388
[2] , Gmelin Handbook: B: B-Verb.14, 3.14.1, page 144 - 145,
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