Structure of 50501-38-7
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 50501-38-7 |
Formula : | C7H6N2O |
M.W : | 134.14 |
SMILES Code : | N#CC1=NC(CO)=CC=C1 |
MDL No. : | MFCD07367926 |
InChI Key : | VNXYECKZHAPGDI-UHFFFAOYSA-N |
Pubchem ID : | 14761458 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H332-H335 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Num. heavy atoms | 10 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.14 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 35.08 |
TPSA ? Topological Polar Surface Area: Calculated from |
56.91 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.29 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
-0.41 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.29 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-0.75 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.15 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.31 |
Log S (ESOL):? ESOL: Topological method implemented from |
-0.79 |
Solubility | 21.7 mg/ml ; 0.162 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-0.32 |
Solubility | 64.1 mg/ml ; 0.478 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.91 |
Solubility | 1.66 mg/ml ; 0.0124 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
No |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-7.41 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
1.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
1.68 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
61% | With hydroxylamine hydrochloride In dimethyl sulfoxide at 100℃; for 2 h; Inert atmosphere | P3: For alternative syntheses, see [35–37]. The reaction was performed under nitrogen. Hydroxylamine hydrochloride (600 mg,8.63 mmol; excess) and P1 (750 mg, 5.47 mmol) were stirred in DMSO (3 mL; 99.7percent, degassed, extra dry, over mol. sieve, water<50 ppm, Acros) at 100°C (bath temperature) for 2 h to give dark red solution. It was extracted with CH2Cl2 and sat. aq. solution of NaCl. The organic layer was extracted with sat. aq. solution of NaCl to remove the residual DMSO. The aqueous extracts were back extracted with CH2Cl2. The aim of the extraction is to remove DMSO without losing the product (it is soluble in water). The combined organic extracts were evaporated and purified by chromatography on silica (20 g) with CH2Cl2 to remove the impurities and with 0.5percentCH3OH in CH2Cl2 to recover the product. Pale yellow solid: 446 mg(3.32 mmol; 61percent; C7H6N2O; MW 134.14). |
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