Structure of 4-Cyanophenylhydrazine HCl
CAS No.: 2863-98-1
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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.
Synonyms: 4-Cyanophenylhydrazine hydrochloride
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| CAS No. : | 2863-98-1 |
| Formula : | C7H8ClN3 |
| M.W : | 169.61 |
| SMILES Code : | NNC1=CC=C(C#N)C=C1.[H]Cl |
| Synonyms : |
4-Cyanophenylhydrazine hydrochloride
|
| MDL No. : | MFCD00673994 |
| InChI Key : | UXDLLFIRCVPPQP-UHFFFAOYSA-N |
| Pubchem ID : | 16212962 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H302-H312-H315-H319-H335 |
| Precautionary Statements: | P261-P280-P305+P351+P338 |
| Num. heavy atoms | 11 |
| Num. arom. heavy atoms | 6 |
| Fraction Csp3 | 0.0 |
| Num. rotatable bonds | 1 |
| Num. H-bond acceptors | 2.0 |
| Num. H-bond donors | 2.0 |
| Molar Refractivity | 45.33 |
| TPSA ? Topological Polar Surface Area: Calculated from |
61.84 Ų |
| Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.0 |
| Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.22 |
| Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.46 |
| Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.05 |
| Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.3 |
| Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.81 |
| Log S (ESOL):? ESOL: Topological method implemented from |
-2.0 |
| Solubility | 1.7 mg/ml ; 0.0101 mol/l |
| Class? Solubility class: Log S scale |
Very soluble |
| Log S (Ali)? Ali: Topological method implemented from |
-2.12 |
| Solubility | 1.3 mg/ml ; 0.00766 mol/l |
| Class? Solubility class: Log S scale |
Soluble |
| Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.14 |
| Solubility | 1.22 mg/ml ; 0.00721 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 |
Yes |
| 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) |
Yes |
| Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.47 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 |
1.0 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) |
1.63 |
* 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 |
|---|---|---|
| With sodium acetate; In acetic acid; | 4-Cyanophenyl hydrazine hydrochloride (4.41 g, 0.026 mole) was dissolved in acetic acid (100 ml) and sodium acetate (2 g) was added. 4-Phthalimido cyclohexanone (6.4 g, 0.026 mole) was added and the mixture heated under reflux overnight. The solvent was removed in vacuo and the residue triturated with methanol to give 3-phthalimido-6-cyano-1,2,3,4-tetrahydrocarbazole as a beige solid, (5.3 g). |
[ 720-94-5 ]
[ 2863-98-1 ]
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 87% | In ethanol; for 7h;Reflux; | General procedure: To a warm ethanolic solution (10mL) of 4-hydrazinylbenzonitrile hydrochloride 4 (350mg, 2.0mmol) was added appropriate trifluoromethyl-beta-diketone 5a?5i (2.0mmol) while stirring and the contents were refluxed for 7h. The progress of the reaction was monitored by TLC. When the reaction was completed, excess solvent was evaporated to reduce the volume to one half whereupon reaction mixture was allowed to cool to 20?25°C and the solid thus obtained was filtered to obtain 2a?2i (85?93percent). |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 64.2% | In methanol; for 6h;Reflux; | 1.70 g (10 mmol) of 4-cyanophenylhydrazine hydrochloride, 1.16 g (10 mmol) of methoxypropan-2-ol were added to a three-necked reaction flaskMethylene chloride, 10 mL of methanol. The temperature of the reaction mixture was raised to reflux for about 6 hours. The reaction solution was quantitated by liquid chromatography, and 1- (4-cyanoPhenyl) -5-hydroxypyrazole Yield 64.2percent |

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