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[ CAS No. 39835-14-8 ] {[proInfo.proName]}

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Chemical Structure| 39835-14-8
Chemical Structure| 39835-14-8
Structure of 39835-14-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 39835-14-8 ]

CAS No. :39835-14-8 MDL No. :MFCD02258875
Formula : C7H4N2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :DZNPHVPBCNZVGW-UHFFFAOYSA-N
M.W : 164.12 Pubchem ID :286148
Synonyms :

Calculated chemistry of [ 39835-14-8 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 42.0
TPSA : 89.84 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -5.68 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.76
Log Po/w (XLOGP3) : 2.29
Log Po/w (WLOGP) : 1.17
Log Po/w (MLOGP) : -0.31
Log Po/w (SILICOS-IT) : -0.82
Consensus Log Po/w : 0.62

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.6
Solubility : 0.408 mg/ml ; 0.00249 mol/l
Class : Soluble
Log S (Ali) : -3.81
Solubility : 0.0252 mg/ml ; 0.000153 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.28
Solubility : 8.59 mg/ml ; 0.0524 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.88

Safety of [ 39835-14-8 ]

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 [ 39835-14-8 ]

* 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 [ 39835-14-8 ]
  • Downstream synthetic route of [ 39835-14-8 ]

[ 39835-14-8 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 39835-14-8 ]
  • [ 65-49-6 ]
Reference: [1] Journal of the Society of Chemical Industry, London, 1949, vol. 68, p. 329
[2] Farmaco (1946-1952), 1948, vol. 3, p. 509,523
  • 2
  • [ 39835-14-8 ]
  • [ 67608-58-6 ]
YieldReaction ConditionsOperation in experiment
70% With hydrogenchloride; tin(ll) chloride In water 5-Amino-2-chlorophenol1 2d was synthesized from 2-amino-5-nitrophenol 5 in two steps: 1) formation of the diazonium salt with NaNO2 and reaction with CuCl to give the corresponding 2-chloro-5-nitrophenol 6 in 68percent yield and 2) careful reduction of the nitro group with H2 (1 atm) in presence of Adam's catalyst to give the final amine derivative in 57percent yield (Scheme 2).5-Amino-2-ethyl/n-proρyl/z-propylphenol 2e-g was synthesized in four steps from the corresponding 2-emyl/rc-propyl/z-propylamline 7e-g. The first step was nitration with potassium nitrate in presence of sulfuric acid to give exclusively the corresponding 5-nitro-2- alkylaniline2 8e-g; reaction with NaNO2, followed by reaction with H2O at 8O0C for 2h gave the corresponding 5-nitro-2-alkylphenol derivatives3 9e-g and finally, hydrogenation of the nitro group gave the corresponding amine derivatives 2e-g (Scheme X). 2-Amine-4-hydroxybenzonitrile4 2h was obtained from 2-methoxy-4-nitrobenzonitrile 10 by hydrolisis of the methyl ether with LiCl and posterior, reduction of the nitro group with SnCl2.2H2O in presence of 6N HCl (Scheme 2).
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 1, p. 132 - 135
[2] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 3, p. 668 - 671
[3] Patent: WO2007/38387, 2007, A2, . Location in patent: Page/Page column 24; 25
[4] Justus Liebigs Annalen der Chemie, 1912, vol. 390, p. 23
[5] Patent: US6140353, 2000, A,
  • 3
  • [ 39835-14-8 ]
  • [ 7251-09-4 ]
Reference: [1] Journal of Medicinal Chemistry, 2001, vol. 44, # 23, p. 3856 - 3871
[2] Journal of the American Chemical Society, 1952, vol. 74, p. 2226,2235
[3] Journal of the American Chemical Society, 1952, vol. 74, p. 2226,2235
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