Home Cart 0 Sign in  
X

[ CAS No. 273-97-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 273-97-2
Chemical Structure| 273-97-2
Chemical Structure| 273-97-2
Structure of 273-97-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 273-97-2 ]

Related Doc. of [ 273-97-2 ]

Alternatived Products of [ 273-97-2 ]

Product Details of [ 273-97-2 ]

CAS No. :273-97-2 MDL No. :MFCD13175183
Formula : C6H4N2O Boiling Point : -
Linear Structure Formula :- InChI Key :QNNHQVPFZIFNFK-UHFFFAOYSA-N
M.W : 120.11 Pubchem ID :10103159
Synonyms :

Calculated chemistry of [ 273-97-2 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 31.8
TPSA : 38.92 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) : -6.3 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.35
Log Po/w (XLOGP3) : 1.03
Log Po/w (WLOGP) : 1.22
Log Po/w (MLOGP) : 0.16
Log Po/w (SILICOS-IT) : 1.54
Consensus Log Po/w : 1.06

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.97
Solubility : 1.28 mg/ml ; 0.0106 mol/l
Class : Very soluble
Log S (Ali) : -1.44
Solubility : 4.39 mg/ml ; 0.0365 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.49
Solubility : 0.387 mg/ml ; 0.00322 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.11

Safety of [ 273-97-2 ]

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

Application In Synthesis of [ 273-97-2 ]

* 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 [ 273-97-2 ]
  • Downstream synthetic route of [ 273-97-2 ]

[ 273-97-2 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 16867-03-1 ]
  • [ 122-51-0 ]
  • [ 273-97-2 ]
YieldReaction ConditionsOperation in experiment
68% at 160℃; Inert atmosphere To a solution of 2-amino-3-hydroxypyridine (90.1 mmol) in triethylorthoformate (720.7 mmol) was added p-toluenesulphonic acid (4.50 mmol) and the mixture was stirred under nitrogen at 160 °C overnight. The triethylorthoformate was removed in vacuo and the crude material was purified by column chromatography, eluting with cyclohexane/ethyl acetate 5percent-40percent to give the title compound as a beige solid (68percent). LRMS [M + H] 121.1 m/z; 1H NMR (DMSO, 400 MHz) δ 9.04 (s, 1H), 8.58 (dd, J = 4.8, 1.4 Hz,1H), 8.26 (dd, J = 8.2, 1.4 Hz, 1H), 7.50 (dd, J = 8.2, 4.8 Hz, 1H), 6.41 (s, 2H); 13C NMR (DMSO, 101 MHz) δ 157.7, 154.5, 147.1, 142.0, 121.5, 120.1.
Reference: [1] Monatshefte fur Chemie, 2011, vol. 142, # 1, p. 87 - 91
[2] Journal of Organic Chemistry, 2011, vol. 76, # 13, p. 5444 - 5449
[3] European Journal of Medicinal Chemistry, 2013, vol. 66, p. 450 - 465
[4] Tetrahedron Letters, 1990, vol. 31, # 8, p. 1155 - 1156
[5] Synthetic Communications, 1992, vol. 22, # 20, p. 2891 - 2901
[6] Monatshefte fur Chemie, 2007, vol. 138, # 7, p. 663 - 667
[7] Patent: WO2005/74904, 2005, A2, . Location in patent: Page/Page column 56; 59-60
[8] Patent: US2004/19218, 2004, A1, . Location in patent: Page 18
[9] Patent: WO2003/97617, 2003, A1, . Location in patent: Page/Page column 50
[10] Patent: WO2004/108661, 2004, A1, . Location in patent: Page/Page column 44; 50; 53;
[11] Patent: WO2005/28454, 2005, A1, . Location in patent: Page/Page column 46; 52; 55
[12] Patent: WO2005/63742, 2005, A2, . Location in patent: Page/Page column 21; 24
[13] Patent: WO2004/838, 2003, A1, . Location in patent: Page 72
[14] Patent: WO2004/838, 2003, A1, . Location in patent: Page 75
[15] Patent: WO2005/74904, 2005, A2, . Location in patent: Page/Page column 56; 59-60
  • 2
  • [ 16867-03-1 ]
  • [ 149-73-5 ]
  • [ 273-97-2 ]
Reference: [1] Monatshefte fur Chemie, 2011, vol. 142, # 1, p. 87 - 91
  • 3
  • [ 273-97-2 ]
  • [ 540-37-4 ]
  • [ 95331-56-9 ]
Reference: [1] Tetrahedron Letters, 2006, vol. 47, # 17, p. 2929 - 2932
Same Skeleton Products
Historical Records

Related Parent Nucleus of
[ 273-97-2 ]

Other Aromatic Heterocycles

Chemical Structure| 86467-39-2

[ 86467-39-2 ]

2-Methyloxazolo[4,5-b]pyridine

Similarity: 0.93

Chemical Structure| 52333-88-7

[ 52333-88-7 ]

2-Ethyloxazolo[4,5-b]pyridine

Similarity: 0.88

Chemical Structure| 1807542-92-2

[ 1807542-92-2 ]

2-Chlorooxazolo[4,5-b]pyridine monohydrochloride

Similarity: 0.87

Chemical Structure| 1260863-86-2

[ 1260863-86-2 ]

6-Bromooxazolo[4,5-b]pyridine

Similarity: 0.87

Chemical Structure| 325976-45-2

[ 325976-45-2 ]

2-Chlorooxazolo[4,5-b]pyridine

Similarity: 0.87