Home Cart 0 Sign in  
X

[ CAS No. 54258-41-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 54258-41-2
Chemical Structure| 54258-41-2
Chemical Structure| 54258-41-2
Structure of 54258-41-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 54258-41-2 ]

Related Doc. of [ 54258-41-2 ]

Alternatived Products of [ 54258-41-2 ]

Product Details of [ 54258-41-2 ]

CAS No. :54258-41-2 MDL No. :MFCD00455733
Formula : C12H9N3 Boiling Point : -
Linear Structure Formula :- InChI Key :DKPSSMOJHLISJI-UHFFFAOYSA-N
M.W : 195.22 Pubchem ID :606970
Synonyms :

Calculated chemistry of [ 54258-41-2 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 14
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 61.45
TPSA : 51.8 Ų

Pharmacokinetics

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

Lipophilicity

Log Po/w (iLOGP) : 1.29
Log Po/w (XLOGP3) : 1.78
Log Po/w (WLOGP) : 2.37
Log Po/w (MLOGP) : 1.25
Log Po/w (SILICOS-IT) : 2.23
Consensus Log Po/w : 1.78

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.86
Solubility : 0.268 mg/ml ; 0.00137 mol/l
Class : Soluble
Log S (Ali) : -2.49
Solubility : 0.637 mg/ml ; 0.00327 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.65
Solubility : 0.00439 mg/ml ; 0.0000225 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.6

Safety of [ 54258-41-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H312-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 54258-41-2 ]

* 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 [ 54258-41-2 ]
  • Downstream synthetic route of [ 54258-41-2 ]

[ 54258-41-2 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 4199-88-6 ]
  • [ 54258-41-2 ]
YieldReaction ConditionsOperation in experiment
72.9% With hydrazine hydrate; palladium 10% on activated carbon In ethanol at 72℃; for 10 h; 4) 0.64 g (6.0 mmol) of 10percent palladium on carbon was weighed as a catalyst,4.85 g 80percent (mass fraction)Hydrated hydrazineAnd 20.0 mL of absolute ethanolWas added to a 250 mL three-necked flask,The three-necked flask was mounted on a DF-101S heated thermostatic heated magnetic stirrer,In the three-necked flask on the installation of reflux condenser,And the glass plug with three plugs of the remaining two mouth.The oil bath temperature was set at 72 ° C and stirred,At this point weigh2.03 g (9 mmol) of 5-nitro-1,10-phenanthroline was charged into a three-necked flask,Then add 40 mL of absolute ethanol and allow it to dissolve completely (total ethanol)By adding the amount to completely dissolve 5-nitro-1,10-phenanthroline.When the oil bath temperature reaches the set temperature,The dissolved solution was quickly poured into a three-necked flask.After 10 hours of reaction,And then put it aside for about 10h,And then re-warming the oil bath to 60 ,When the precipitate in the reaction system is redissolved,Immediately remove the three-necked flask and pour out the solution to hot filter,The residue was rinsed with anhydrous ethanol for about 5 times.Take the filtrate and use a rotary evaporator to sprinkle the solvent,To give a yellow-brown solid,Remove the yellowish brown solid with a vacuum ovenDried at 60 ° C for 12 hours,Finally, the product was purified by recrystallization from absolute ethanol,filter,60 ° C under vacuum for 12 hours,To give 1.28 g of a yellow-brown solid powder,This powder is 5-amino-1, 10-phenanthroline (Phen-NH2)The yield was 72.9percent.
60% With palladium 10% on activated carbon; hydrazine hydrate In ethanol at 78℃; for 5 h; Inert atmosphere A suspension of 5-nitro-1,10-phenanthroline (5, 4.5 g,19.98 mmol) and Pd/C (10 percent) (0.8 g), in ethanol (100 mL) was heated to 78 °C under N2 atmosphere. Hydrazine hydrate (3.0 mL, 61.5 mmol) was added, and the reaction mixture was heated under reflux for 5 h. The solution was filtered while hot and the solvent was removed under reduced pressure to give yellow solid which was recrystallized from ethanol. 2.71 g, yield: 60 percent, mp: 248–250 °C. 1H NMR (400 MHz, CDCl3, δ;ppm): 9.20 (d, J = 4.1 Hz, 1H), 8.95 (d, J = 4.1 Hz, 1H), 8.29(d, J = 8.3 Hz, 1H), 7.99 (d, J = 8.3 Hz, 1H), 7.65 (dd, J = 8.2–4.0 Hz, 1H), 7.51 (dd, J = 8.1–3.9 Hz, 1H), 6.96 (s, 1H); FTIR(cm−1): 3416, 3318, 3215, 3029, 2971, 1738, 1634, 1406,841, 739.
47% With palladium 10% on activated carbon; hydrazine hydrate In ethanol at 70℃; for 10 h; Inert atmosphere Five grams (22.2 mmol) of 5-nitro-1,10-phenanthroline were dissolved in 100 ml of absolute ethanol. Ten mole per cent of Pd/C, i.e. 1 g, was added as a catalyst. The reaction assembly was purged with argon, and then 13 ml (26.7 mmol) hydrazine monohydrate was added dropwise over a period of 30 min. The mixture was stirred for 10 h at 70°C. After the completion of reaction, the mixture was hot filtered to remove the catalyst, and the filtrate was dried over Na2SO4 and concentrated by using rotary evaporator and then dried. A 2.1 g of yellow solid was obtained with 47percent yield.
Reference: [1] Chemical Communications, 2006, # 43, p. 4539 - 4541
[2] European Journal of Inorganic Chemistry, 2008, # 10, p. 1559 - 1564
[3] Tetrahedron Letters, 2007, vol. 48, # 18, p. 3135 - 3139
[4] Journal of the American Chemical Society, 2003, vol. 125, # 40, p. 12062 - 12063
[5] Patent: US2007/276104, 2007, A1,
[6] Helvetica Chimica Acta, 1997, vol. 80, # 3, p. 640 - 652
[7] Helvetica Chimica Acta, 2001, vol. 84, # 9, p. 2708 - 2730
[8] Journal of the Chemical Society, Faraday Transactions, 1993, vol. 89, # 17, p. 3261 - 3269
[9] Patent: CN106432306, 2017, A, . Location in patent: Paragraph 0055
[10] Tetrahedron Letters, 2003, vol. 44, # 46, p. 8379 - 8382
[11] Chemistry Letters, 2013, vol. 42, # 7, p. 700 - 702
[12] Journal of Fluorescence, 2016, vol. 26, # 3, p. 1083 - 1089
[13] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1986, vol. 35, # 12, p. 2476 - 2479[14] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1986, # 12, p. 2701 - 2705
[15] Supramolecular Chemistry, 2013, vol. 25, # 12, p. 798 - 805
[16] Organic Letters, 2010, vol. 12, # 12, p. 2876 - 2879
[17] Antimicrobial Agents and Chemotherapy, 2017, vol. 61, # 11,
[18] Archives of Biochemistry, 1954, vol. 53, p. 411,414, 415
[19] Tetrahedron, 2003, vol. 59, # 23, p. 4069 - 4076
[20] Russian Journal of Organic Chemistry, 2006, vol. 42, # 4, p. 555 - 557
[21] Tetrahedron, 2007, vol. 63, # 46, p. 11299 - 11306
[22] Patent: US5556949, 1996, A,
[23] Patent: EP966468, 2004, B1, . Location in patent: Page 13
[24] Journal of Organometallic Chemistry, 2009, vol. 694, # 23, p. 3742 - 3748
[25] European Journal of Medicinal Chemistry, 2011, vol. 46, # 6, p. 1992 - 1996
[26] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2011, vol. 82, # 1, p. 159 - 163
[27] Journal of the American Chemical Society, 2011, vol. 133, # 40, p. 15862 - 15865
[28] New Journal of Chemistry, 2012, vol. 36, # 8, p. 1616 - 1620
[29] Central European Journal of Chemistry, 2012, vol. 10, # 4, p. 1034 - 1041
[30] Inorganica Chimica Acta, 2013, vol. 408, p. 96 - 102
[31] Inorganic Chemistry Communications, 2013, vol. 34, p. 75 - 78
[32] Tetrahedron, 2014, vol. 70, # 5, p. 1071 - 1076
[33] Analytical Chemistry, 2014, vol. 86, # 12, p. 5873 - 5880
[34] Inorganica Chimica Acta, 2018, vol. 480, p. 127 - 131
  • 2
  • [ 66-71-7 ]
  • [ 54258-41-2 ]
Reference: [1] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1986, vol. 35, # 12, p. 2476 - 2479[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1986, # 12, p. 2701 - 2705
[3] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2011, vol. 82, # 1, p. 159 - 163
[4] Journal of the American Chemical Society, 2011, vol. 133, # 40, p. 15862 - 15865
[5] Chemistry Letters, 2013, vol. 42, # 7, p. 700 - 702
[6] Inorganica Chimica Acta, 2013, vol. 408, p. 96 - 102
[7] Chemistry - An Asian Journal, 2013, vol. 8, # 11, p. 2822 - 2827
[8] Inorganic Chemistry Communications, 2013, vol. 34, p. 75 - 78
[9] Supramolecular Chemistry, 2013, vol. 25, # 12, p. 798 - 805
[10] Analytical Chemistry, 2014, vol. 86, # 12, p. 5873 - 5880
[11] Journal of Fluorescence, 2016, vol. 26, # 3, p. 1083 - 1089
[12] Journal of Materials Chemistry A, 2016, vol. 4, # 30, p. 11897 - 11907
[13] Antimicrobial Agents and Chemotherapy, 2017, vol. 61, # 11,
[14] Inorganica Chimica Acta, 2018, vol. 480, p. 127 - 131
  • 3
  • [ 41148-68-9 ]
  • [ 54258-41-2 ]
Reference: [1] Chemistry - An Asian Journal, 2013, vol. 8, # 11, p. 2822 - 2827
  • 4
  • [ 4199-88-6 ]
  • [ 54258-41-2 ]
Reference: [1] Patent: US5856479, 1999, A,
  • 5
  • [ 4199-88-6 ]
  • [ 54258-41-2 ]
Reference: [1] Patent: US5157032, 1992, A,
Same Skeleton Products
Historical Records