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[ CAS No. 55570-60-0 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 55570-60-0
Chemical Structure| 55570-60-0
Structure of 55570-60-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 55570-60-0 ]

CAS No. :55570-60-0 MDL No. :MFCD09881173
Formula : C8H7N3 Boiling Point : -
Linear Structure Formula :- InChI Key :QPRRHZRNVVGWEX-UHFFFAOYSA-N
M.W : 145.16 Pubchem ID :29249622
Synonyms :

Calculated chemistry of [ 55570-60-0 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 43.94
TPSA : 51.8 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.57 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.23
Log Po/w (XLOGP3) : 0.86
Log Po/w (WLOGP) : 1.22
Log Po/w (MLOGP) : 0.66
Log Po/w (SILICOS-IT) : 1.26
Consensus Log Po/w : 1.05

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.95
Solubility : 1.61 mg/ml ; 0.0111 mol/l
Class : Very soluble
Log S (Ali) : -1.53
Solubility : 4.27 mg/ml ; 0.0294 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.95
Solubility : 0.164 mg/ml ; 0.00113 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.5

Safety of [ 55570-60-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338-P310 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 55570-60-0 ]

* 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 [ 55570-60-0 ]
  • Downstream synthetic route of [ 55570-60-0 ]

[ 55570-60-0 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 1351516-77-2 ]
  • [ 55570-60-0 ]
YieldReaction ConditionsOperation in experiment
81% With hydrogenchloride; tin(II) chloride dihdyrate In methanol; water for 5 h; Reflux g.
1,6-Naphthyridin-5-amine
A solution of 5-azido-1,6-naphthyridine (3.2 g, 18.7 mmol) in MeOH (30 mL) was stirred at room temperature. SnCl2.2H2O (21 g, 93.6 mmol) was added to the mixture, followed by the addition of concentrated HCl (10 mL), then the mixture was refluxed for 5 h.
The mixture was cooled to room temperature, and neutralized with sat.
NaHCO3 to adjust the pH to 7-8.
The mixture was filtered, and the aqueous phase was extracted with EtOAc (5*30 mL).
The combined organic layers were dried with Na2SO4, filtered, and the solvent was removed under reduced pressure to yield 1,6-naphthyridin-5-amine as a pale yellow solid, which was used in the next step without further purification (2.20 g, yield 81percent). ESI MS: m/z 146 [M+11]+. 1H NMR (400 MHz, CDCl3) δ 8.91 (dd, 1J=1.6 Hz, 2J=4.8 Hz, 1H), 8.62 (d, J=8.0 Hz, 1H), 8.00 (d, J=6.0 Hz, 1H), 7.47 (dd, 1J=4.8 Hz, 2J=8.0 Hz, 1H), 7.09 (br, 2H), 6.98 (d, J=6.0 Hz, 1H).
50% With hydrogenchloride; tin(ll) chloride In methanol at 60℃; A mixture of 5-azido- 1 ,6-naphthyridine (282 mg, 1.65 mmol) and concentrated hydrochloride (2 mL) in MeOH (10 mL) was stirred at room temperature, Stannous chloride dehydrate (1.56 g, 8.25 mmol) was added. The resulting mixture was heated to 60 °C and stirred for 4 hours. The solvent was removed, water was added and the aqueous was adjusted pH = 8 with a saturated solution of sodium bicarbonate, The aqueous was extracted with DCM (20 mL x 3), the combined organic phase was washed with brine, dried with sodium and concentrated to give 1,6-naphthyridin-5-amine (120 mg, 50percent) as a yellow solid. MS (ESI): m/z 146 [M+1]. ‘H NMR (400 MHz, CDC13) 9.07 (d, J= 6.8 Hz, 1H), 8.20 (d, J= 8.4 Hz, 1H), 8.14 (d, J 6.4 Hz, 1H), 7.44 (q,J= 4.0, 8.0 Hz, 2H), 7.31 (d,J 6.0 Hz,1H).
Reference: [1] Patent: US2012/178748, 2012, A1, . Location in patent: Page/Page column 45
[2] Patent: WO2013/192273, 2013, A1, . Location in patent: Paragraph 00344
  • 2
  • [ 97308-49-1 ]
  • [ 55570-60-0 ]
Reference: [1] Patent: US2012/178748, 2012, A1,
  • 3
  • [ 97308-52-6 ]
  • [ 55570-60-0 ]
Reference: [1] Patent: US2012/178748, 2012, A1,
  • 4
  • [ 97308-56-0 ]
  • [ 55570-60-0 ]
Reference: [1] Patent: US2012/178748, 2012, A1,
  • 5
  • [ 23616-31-1 ]
  • [ 55570-60-0 ]
Reference: [1] Patent: US2012/178748, 2012, A1,
[2] Patent: WO2013/192273, 2013, A1,
  • 6
  • [ 23616-32-2 ]
  • [ 55570-60-0 ]
Reference: [1] Patent: US2012/178748, 2012, A1,
[2] Patent: WO2013/192273, 2013, A1,
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