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[ CAS No. 28466-21-9 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 28466-21-9
Chemical Structure| 28466-21-9
Chemical Structure| 28466-21-9
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Product Details of [ 28466-21-9 ]

CAS No. :28466-21-9 MDL No. :MFCD00052883
Formula : C6H11N3 Boiling Point : -
Linear Structure Formula :- InChI Key :SSDGMKHZMNTWLS-UHFFFAOYSA-N
M.W :125.17 Pubchem ID :161603
Synonyms :

Calculated chemistry of [ 28466-21-9 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.5
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 37.83
TPSA : 43.84 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) : -6.82 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.28
Log Po/w (XLOGP3) : 0.35
Log Po/w (WLOGP) : 0.63
Log Po/w (MLOGP) : 0.11
Log Po/w (SILICOS-IT) : 0.48
Consensus Log Po/w : 0.57

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.25
Solubility : 7.08 mg/ml ; 0.0565 mol/l
Class : Very soluble
Log S (Ali) : -0.84
Solubility : 18.3 mg/ml ; 0.146 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.17
Solubility : 8.46 mg/ml ; 0.0676 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.58

Safety of [ 28466-21-9 ]

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

Application In Synthesis of [ 28466-21-9 ]

* 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 [ 28466-21-9 ]
  • Downstream synthetic route of [ 28466-21-9 ]

[ 28466-21-9 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 1125-30-0 ]
  • [ 28466-21-9 ]
YieldReaction ConditionsOperation in experiment
99% With hydrogenchloride; iron In ethanol; water for 16 h; Reflux To a solution of 1,3,5-trimethyl-4-nitro-1H-pyrazole 29 (2.1 g, 1.35 mmol) in EtOH (30 mL), iron powder (14.85 g, 27 mmol) and HC1 in water (6N, 0.23 mL, 0.67 mmol) were charged and refluxed for 16 h . After the completion of reaction (TLC monitored), solvent was evaporated under reduced pressure. The crude mixture was basified with aqueous sodium hydroxide (0.5 N) solution and extracted with 10percent MeOH-DCM (10percent, 50 mL). The organic layer was dried (Na2SO4), filtered and evaporated to obtain precursor-12 as a beige solid (1.68 g, 99percent yield). ‘HNMR (400 MHz, DMSO-d6): 3.50 (s, 3H), 3.27 (bs, 2H), 2.03 (s, 3H), 1.94 (s, 3H).
89% With palladium on activated charcoal; hydrogen In methanol at 25℃; A solution of 1 ,3,5-trimethyl-4-nitro-1 H-pyrazole (which may be prepared according to D7)(850 mg, 5.48 mmol) and Pd/C (146 mg, 0.137 mmol) in methanol (15 mL) was stirred overnight under hydrogen at room temperature. The suspension was filtered through Celite and the pad was washed with EtOH (10 mL x 3). The filtrate was concentrated in vacuum.The crude was purified by column chromatography on silica gel (DCM: MeOH2O:1)to give the title compound D8 (650 mg, 4.88 mmol, 89 percent yield) as yellow oil.LCMS: 126.1 [M-f-H], tR=O.69 mm. (LCMS condition 2)
Reference: [1] Patent: WO2015/25197, 2015, A1, . Location in patent: Paragraph 00095
[2] Patent: WO2015/113452, 2015, A1, . Location in patent: Page/Page column 55
[3] Patent: EP1203767, 2002, A1, . Location in patent: Example 39
[4] Chemische Berichte, 1895, vol. 28, p. 688[5] Journal fuer Praktische Chemie (Leipzig), 1896, vol. <2> 53, p. 127
[6] Gazzetta Chimica Italiana, 1959, vol. 89, p. 1579,1594
[7] Patent: EP3305781, 2018, A1, . Location in patent: Paragraph 0195; 0196
[8] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8859 - 8874
  • 2
  • [ 7171-70-2 ]
  • [ 28466-21-9 ]
Reference: [1] Tetrahedron, 1997, vol. 53, # 25, p. 8585 - 8598
  • 3
  • [ 15801-69-1 ]
  • [ 28466-21-9 ]
Reference: [1] Organic Letters, 2013, vol. 15, # 14, p. 3734 - 3737
  • 4
  • [ 14531-55-6 ]
  • [ 28466-21-9 ]
Reference: [1] Gazzetta Chimica Italiana, 1959, vol. 89, p. 1579,1594
[2] Gazzetta Chimica Italiana, 1959, vol. 89, p. 1579,1594
[3] Patent: WO2015/25197, 2015, A1,
[4] Patent: WO2015/113452, 2015, A1,
[5] Patent: EP3305781, 2018, A1,
[6] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8859 - 8874
  • 5
  • [ 29917-12-2 ]
  • [ 28466-21-9 ]
Reference: [1] Tetrahedron, 1997, vol. 53, # 25, p. 8585 - 8598
  • 6
  • [ 67-51-6 ]
  • [ 28466-21-9 ]
Reference: [1] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8859 - 8874
  • 7
  • [ 1123-49-5 ]
  • [ 28466-21-9 ]
Reference: [1] Gazzetta Chimica Italiana, 1959, vol. 89, p. 1579,1594
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