Home Cart 0 Sign in  
X

[ CAS No. 147071-00-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 147071-00-9
Chemical Structure| 147071-00-9
Chemical Structure| 147071-00-9
Structure of 147071-00-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 147071-00-9 ]

Related Doc. of [ 147071-00-9 ]

Alternatived Products of [ 147071-00-9 ]

Product Details of [ 147071-00-9 ]

CAS No. :147071-00-9 MDL No. :MFCD07778440
Formula : C9H8N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :JKZKPRSBRUHIER-UHFFFAOYSA-N
M.W : 176.17 Pubchem ID :44549263
Synonyms :

Calculated chemistry of [ 147071-00-9 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.11
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 47.37
TPSA : 54.98 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) : -6.54 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.37
Log Po/w (XLOGP3) : 1.17
Log Po/w (WLOGP) : 1.35
Log Po/w (MLOGP) : 0.23
Log Po/w (SILICOS-IT) : 1.84
Consensus Log Po/w : 1.19

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.05
Solubility : 1.57 mg/ml ; 0.00892 mol/l
Class : Soluble
Log S (Ali) : -1.92
Solubility : 2.12 mg/ml ; 0.012 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.98
Solubility : 0.183 mg/ml ; 0.00104 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.76

Safety of [ 147071-00-9 ]

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 [ 147071-00-9 ]

* 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 [ 147071-00-9 ]
  • Downstream synthetic route of [ 147071-00-9 ]

[ 147071-00-9 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 868551-31-9 ]
  • [ 147071-00-9 ]
YieldReaction ConditionsOperation in experiment
86% With hydrogen In methanol at 25 - 50℃; for 40.666 h; To a 500 mL Parr bottle was added methyl 4- [(E(at)-2-(dimethylamino)vinyl]-5-nitropyridine-2-carboxylate g, 75.2 mmol) and anhydrous methanol (200 mL). The mixture was purged with nitrogen gas for 10 min. To this suspension was added Pd(10percent)/C (1.90 g, 10 w/w percent), and the suspension was degassed for 5 more minutes. The hydrogenation began with 43 psi H2 without heating. The reaction became exothermic as indicated by the rising temperature (about 2-3 °C per min) inside the Parr bottle (monitored by a thermal coupling thermometer). As the temperature inside of the reaction reached 45 °C, the hydrogen gas flow into the Parr bottle was stopped, and the mixture was allowed to cool down to 25 °C for 30 min. The color of the liquid of the suspension changed from purple red to light green and then colorless in the first hour of the reduction, and about 30 psi H2 was consumed. The hydrogen pressure was brought to 50 psi, and the hydrogenation was continued at 50 °C for 20 h. There was no more hydrogen gas consumed in the last 20 h. After cooling the reaction mixture to 20 °C, the solid mixture, which contained Pd (10percent)/C product, was filtered. The solid mixture was suspended in DMSO (200 mL), and the suspension was heated on a hot plate to 80 °C internal temperature with stirring for 10 min. The hot suspension was filtered and the Pd(10percent)/C solid was washed with a small portion of DMSO (50 mL). The DMSO filtrate and washing were combined and poured into water (600 mL). Off white solid product precipitated out, and the suspension was stirred for 1 h before filtering, and lyophilizing. The title compound was obtained as an off-white solid product was obtained (11.3 g, >95 percent pure, 86 percent yield). 1H NMR (300 MHz, DMSO-d6) 8 ppm 3.84 (s, 3H) 6.68 (d, J=2.8 Hz, 1 H) 7.73 (d, J=3.0 Hz, 1 H) 8.36 (s, 1 H) 8.80 (s, 1 H) 11.99 (s, 1 H). LCMS: (APCI, M-H-) = 175
Reference: [1] Patent: WO2005/103003, 2005, A2, . Location in patent: Page/Page column 71-72
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 22, p. 7211 - 7219
[3] Patent: WO2006/27694, 2006, A1, . Location in patent: Page/Page column 83-84
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 147071-00-9 ]

Esters

Chemical Structure| 1352394-18-3

[ 1352394-18-3 ]

Methyl 1H-pyrrolo[3,2-c]pyridine-6-carboxylate

Similarity: 0.85

Chemical Structure| 872355-63-0

[ 872355-63-0 ]

Methyl 1H-pyrrolo[3,2-b]pyridine-5-carboxylate

Similarity: 0.85

Chemical Structure| 1040682-92-5

[ 1040682-92-5 ]

Methyl 1H-pyrrolo[3,2-c]pyridine-4-carboxylate

Similarity: 0.83

Chemical Structure| 27104-73-0

[ 27104-73-0 ]

Methyl isoquinoline-3-carboxylate

Similarity: 0.82

Chemical Structure| 24195-10-6

[ 24195-10-6 ]

2-(Methoxycarbonyl)isonicotinic acid

Similarity: 0.79

Related Parent Nucleus of
[ 147071-00-9 ]

Other Aromatic Heterocycles

Chemical Structure| 130473-27-7

[ 130473-27-7 ]

1H-Pyrrolo[2,3-c]pyridine-5-carboxylic acid

Similarity: 0.93

Chemical Structure| 1352394-18-3

[ 1352394-18-3 ]

Methyl 1H-pyrrolo[3,2-c]pyridine-6-carboxylate

Similarity: 0.85

Chemical Structure| 872355-63-0

[ 872355-63-0 ]

Methyl 1H-pyrrolo[3,2-b]pyridine-5-carboxylate

Similarity: 0.85

Chemical Structure| 1040682-92-5

[ 1040682-92-5 ]

Methyl 1H-pyrrolo[3,2-c]pyridine-4-carboxylate

Similarity: 0.83

Chemical Structure| 800401-67-6

[ 800401-67-6 ]

Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

Similarity: 0.77