Home Cart 0 Sign in  
X

[ CAS No. 6665-97-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 6665-97-0
Chemical Structure| 6665-97-0
Chemical Structure| 6665-97-0
Structure of 6665-97-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 6665-97-0 ]

Related Doc. of [ 6665-97-0 ]

Alternatived Products of [ 6665-97-0 ]

Product Details of [ 6665-97-0 ]

CAS No. :6665-97-0 MDL No. :MFCD00474587
Formula : C8H9NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :MVBXGGHFJZBKFJ-UHFFFAOYSA-N
M.W : 183.16 Pubchem ID :324784
Synonyms :

Calculated chemistry of [ 6665-97-0 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 48.25
TPSA : 64.28 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) : -6.47 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.53
Log Po/w (XLOGP3) : 1.33
Log Po/w (WLOGP) : 1.61
Log Po/w (MLOGP) : 1.19
Log Po/w (SILICOS-IT) : -0.33
Consensus Log Po/w : 1.07

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.96
Solubility : 2.02 mg/ml ; 0.011 mol/l
Class : Very soluble
Log S (Ali) : -2.28
Solubility : 0.959 mg/ml ; 0.00523 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.03
Solubility : 1.69 mg/ml ; 0.00925 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.01

Safety of [ 6665-97-0 ]

Signal Word:Warning Class:
Precautionary Statements:P280-P305+P351+P338 UN#:
Hazard Statements:H302 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 6665-97-0 ]

* 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 [ 6665-97-0 ]
  • Downstream synthetic route of [ 6665-97-0 ]

[ 6665-97-0 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 6665-97-0 ]
  • [ 16932-44-8 ]
Reference: [1] Scientific Papers of the Institute of Physical and Chemical Research (Japan), 1939, vol. 35, p. 365,369[2] Chem. Zentralbl., 1939, vol. 110, # I, p. 4188
[3] Journal of the American Chemical Society, 1933, vol. 55, p. 4225,4227
[4] Chemische Berichte, 1907, vol. 40, p. 4006
[5] Justus Liebigs Annalen der Chemie, 1910, vol. 372, p. 139
  • 2
  • [ 6665-97-0 ]
  • [ 107-06-2 ]
  • [ 601-89-8 ]
Reference: [1] Journal of Organic Chemistry, 1951, vol. 16, p. 586,606
  • 3
  • [ 6665-97-0 ]
  • [ 2734-70-5 ]
YieldReaction ConditionsOperation in experiment
98% With iron; acetic acid In ethanol; water at 90℃; To a solution of 78 (170 mg, 0.93 mmol) in AcOH (5 mL), EtOH (5 mL) and H2O (2.5 mL) was added iron powder (311 mg, 325 mesh, 5.57 mmol) portion wise. The mixture was then heated at 90° C. under N2 overnight. After cooling to room temperature, the mixture was poured onto ice, basified using solid Na2CO3 and extracted with EtOAc (3.x.). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to yield 79 as a pale yellow solid (139 mg, 98percent). MS (APCD): m/z 154 (100percent, [M+H]+) which was used in the next step without further purification.
80% With palladium 10% on activated carbon; hydrogen In ethanol at 20 - 30℃; Autoclave In a 150-ml autoclave, 2,6-dimethoxynitrobenzene (10 g, 55 mmol) was added in that order,30ml absolute ethanol,0.2 g of 10percent Pd / C catalyst,Into high purity hydrogen to 1.0MPa,Reaction at room temperature.When the hydrogen pressure gauge is not falling as the end of the reaction.Filtration, the filtrate spin dry,A white solid 6.7g, 80percent yield.
60% With hydrogenchloride; tin(II) chloride dihdyrate In diethyl ether at 20℃; for 30 h; To conc. hydrochloric acid (15 mL) was added dihydrated tin chloride (69.6 g, 308 mmol) at rt. In another flask, compound 50 (5.6 g, 30.6 mmol) was solubilized in ethyl ether (60 mL). The resulting mixture was added by small portions to dissolved tin chloride in hydrochloric acid. The reaction was run to completion over 12 hours at rt. The mixture was then poured into cold water and basified to pH = 9 with aqueous sodium hydroxide and stirred at rt for 3 hours. The final suspension was filtered on Celite.(R).. After dilution of the filtrate with ethyl acetate and washing with water, the organic layer was dried over MgSO4 and concentrated under reduced pressure. The off-white solid obtained 51 (2.81 g, 60percent) presented the same physico-chemical properties as the commercial product. TLC Rf (EtOAc) = 0.83; 1H NMR (CDCl3, 400 MHz) δ (ppm) 3.81 (s, 2H, NH2), 3.86 (s, 6H, 2OCH3), 6.53 (d, J = 8.2 Hz, 2H, ArH), 6.69 (t, J = 8.2 Hz, 1H, ArH).
Reference: [1] Patent: US2007/179164, 2007, A1, . Location in patent: Page/Page column 56
[2] Organic Letters, 2011, vol. 13, # 16, p. 4320 - 4323
[3] Chemistry - A European Journal, 2018, vol. 24, # 56, p. 14933 - 14937
[4] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 20, p. 2929 - 2934
[5] Patent: CN107286036, 2017, A, . Location in patent: Paragraph 0088; 0089
[6] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 20, p. 6042 - 6054
[7] Journal of the American Chemical Society, 1933, vol. 55, p. 4225,4227
[8] Scientific Papers of the Institute of Physical and Chemical Research (Japan), 1939, vol. 35, p. 365,369[9] Chem. Zentralbl., 1939, vol. 110, # I, p. 4188
[10] Journal of the American Chemical Society, 1953, vol. 75, p. 5280,5282
[11] Acta Chemica Scandinavica (1947-1973), 1952, vol. 6, p. 1016,1017
[12] Justus Liebigs Annalen der Chemie, 1910, vol. 372, p. 139
[13] Journal of the Chemical Society, 1915, vol. 107, p. 472
[14] Chemische Berichte, 1907, vol. 40, p. 4006
[15] Patent: US9486455, 2016, B2, . Location in patent: Page/Page column 155
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 6665-97-0 ]

Aryls

Chemical Structure| 14227-18-0

[ 14227-18-0 ]

2,4,6-Trimethoxynitrobenzene

Similarity: 1.00

Chemical Structure| 4920-84-7

[ 4920-84-7 ]

2,4-Dimethoxy-1-nitrobenzene

Similarity: 1.00

Chemical Structure| 16292-95-8

[ 16292-95-8 ]

3-Methoxy-4-nitrophenol

Similarity: 1.00

Chemical Structure| 3114-61-2

[ 3114-61-2 ]

3-Methoxy-2-nitrophenol

Similarity: 1.00

Chemical Structure| 704-14-3

[ 704-14-3 ]

5-Methoxy-2-nitrophenol

Similarity: 0.98

Ethers

Chemical Structure| 14227-18-0

[ 14227-18-0 ]

2,4,6-Trimethoxynitrobenzene

Similarity: 1.00

Chemical Structure| 4920-84-7

[ 4920-84-7 ]

2,4-Dimethoxy-1-nitrobenzene

Similarity: 1.00

Chemical Structure| 16292-95-8

[ 16292-95-8 ]

3-Methoxy-4-nitrophenol

Similarity: 1.00

Chemical Structure| 3114-61-2

[ 3114-61-2 ]

3-Methoxy-2-nitrophenol

Similarity: 1.00

Chemical Structure| 704-14-3

[ 704-14-3 ]

5-Methoxy-2-nitrophenol

Similarity: 0.98

Nitroes

Chemical Structure| 14227-18-0

[ 14227-18-0 ]

2,4,6-Trimethoxynitrobenzene

Similarity: 1.00

Chemical Structure| 4920-84-7

[ 4920-84-7 ]

2,4-Dimethoxy-1-nitrobenzene

Similarity: 1.00

Chemical Structure| 16292-95-8

[ 16292-95-8 ]

3-Methoxy-4-nitrophenol

Similarity: 1.00

Chemical Structure| 3114-61-2

[ 3114-61-2 ]

3-Methoxy-2-nitrophenol

Similarity: 1.00

Chemical Structure| 704-14-3

[ 704-14-3 ]

5-Methoxy-2-nitrophenol

Similarity: 0.98