Structure of 2243-58-5
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
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.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 2243-58-5 |
Formula : | C10H11ClN2 |
M.W : | 194.66 |
SMILES Code : | NNC1=CC=C2C=CC=CC2=C1.[H]Cl |
MDL No. : | MFCD04109481 |
InChI Key : | OXOQKRNEPBHINU-UHFFFAOYSA-N |
Pubchem ID : | 519950 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
Num. heavy atoms | 13 |
Num. arom. heavy atoms | 10 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 58.12 |
TPSA ? Topological Polar Surface Area: Calculated from |
38.05 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 |
2.88 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.74 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.72 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.47 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.96 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.36 |
Solubility | 0.0841 mg/ml ; 0.000432 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.34 |
Solubility | 0.0892 mg/ml ; 0.000458 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.75 |
Solubility | 0.0345 mg/ml ; 0.000177 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) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-5.44 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) |
1.38 |
* 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 |
---|---|---|
54% | A mixture of ethyl 3-(3,5-dichlorophenyl)-3-oxopropanoate (500 mg, 1.9 mmol), <strong>[2243-58-5]2-naphthylhydrazine hydrochloride</strong> (372 mg, 1.9 mmol) and glacial acetic acid (19 ml) was refuxed overnight and cooled to room temperature. Mixture was taken to pH 6 using 1.0N aqueous sodium hydroxide and then extracted with ethyl acetate, dried over sodium sulfate, filtered and concentrated. The crude material was purified by flash chromatography on silica gel ( 0-65% ethyl acetate/hexanes) to give 5-(3,5-dichlorophenyl)-2-(2- naphthyl)-2,4-dihydro-3 H-pyrazol-3-one as a brown solid (365 mg, 54%). A mixture of 5-(3,5- dichlorophenyl)-2-(2-naphthyl)-2,4-dihydro-3 H-pyrazol-3-one (360 mg, 1.0 mmol), phosphorous tribromide (3.0 ml, 32 mmol) and anhydrous acetonitrile (1.0 ml) was placed in a Smith microwavable vial and heated in the Smith microwave apparatus for two minutes at 1000C to make mixture homogeneous, then heated to 15O0C until no starting material was observed by tic. The reaction usually was completed in forty minutes. The mixture was carefully poured into ice and stirred at room temperature. Extracted mixture with ethyl acetate, dried over sodium sulfate, filtered and concentrated to give 5-bromo-3-(3,5-dichlorophenyl)-l-(2-naphthyl)-l H-pyrazole as a brown solid (425 mg, 100%). A mixture of 5-bromo-3-(3,5-dichlorophenyl)-l-(2-naphthyl)-l H-pyrazole (441mg, 1.1 mmol), 3-buryn-l- ol (0.24 ml, 3.14 mmol), degassed triethylamine (10.2 ml), palladium tetrakistriphenylphosphine (194 mg, 0.17 mmol) and copper (I)bromide dimethyl sulfide (65 mg, 0.32 mmol) was heated to 7O0C for a few hours until no starting material was observed by tic. Mixture was cooled, concentrated, washed with brine and extracted with ethyl acetate. Organic extracts were combined, dried over sodium sulfate, filtered and concentrated to give a crude material which was further purified via flash chromatography on silica gel (0-75% ethyl acetate/hexanes). This afforded 4-[3-(3,5-dichlorophenyl)-l-Hpyrazol-5-yl]but-3-yn-l- ol as a tan solid (318 mg, 74%). 4-[3-(3,5-Dichlorophenyl)-l-Hpyrazol-5-yl]but-3-yn-l-ol (318 mg, 0.8 mmol), 5% platinum on carbon (200 mg) and ethyl acetate (20 ml) was stirred under hydrogen EPO <DP n="26"/>atmosphere at one atmosphere of pressure overnight. The mixture was filtered through a celite pad, washing with ethyl acetate and the filtrate concentrated to give 4-[3-(3,5-dichlorophenyl)-l-(2-naphthyl)- 1 H-pyrazol-5-yl]butan-l-ol as a white solid (255 mg, 80%). A mixture of 4-[3-(3,5-dichlorophenyl)-l-(2- naphthyl)-l H-pyrazol-5-yl]butan-l-ol (255 mg, 0.62 mmol), pyridinium dichromate (816 mg, 2.17 mmol) and dimethylformamide (3.1 ml) was stirred at room temperature overnight. Purification of the reaction mixture via flash chromatography on silica gel (0-40% ethyl acetate/hexanes) afforded 4-[3- (3,5-dichlorophenyl)-l-(2-naphthyl)-l Hpyrazol-5-yl]butanoic acid as a white solid (159 mg, 60%). MS (ESI) 426 (M+). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
The mixture of <strong>[2243-58-5]2-naphthylhydrazine hydrochloride</strong> (1.81g, 9.33mmol), 3-(3,5-dichlorophenyl)-3- oxopropanenitrile (2.44g, 11.45mmol) in 50ml toluene was heated to 13O0C for 12 hours. The reaction mixture was quenched with aqueous sodium bicarbonate (10OmL), extracted with EtOAc (3 x 10OmL) and the combined organic extracts washed with brine. The organic phase was dried over Na2SC^ and concentrated in vacuo. The crude purified by liquid chromatography on silica gel using an ISCO single channel system (Etaexane/EtOAc: 10/0 to 1/9) to give 3-(3,5-dichlorophenyl)-l-(2-naphthyl)-lH-pyrazol- 5-amine as product. 1H NMR (CD3Cl3, 500 MHz) delta 8.055-8.051 (d, IH), 8.00-7.98 (d, IH), 7.90-7.88 EPO <DP n="42"/>(m, 2H), 7.78-7.60 (dd, IH), 7.726-7.722 (m, 2H), 7.57-7.53 (m, 2H), 7.29-7.28 (t, IH), 5.96 (s, IH), 3.95 (s, 2H). MS (ESI) 353.97 (M+-I-H). |
A284676 [2243-56-3]
Naphthalen-1-ylhydrazine hydrochloride
Similarity: 0.97
A176727 [109221-88-7]
[1,1'-Biphenyl]-3-ylhydrazine hydrochloride
Similarity: 0.97
A123665 [53661-18-0]
4-Ethylphenylhydrazine Hydrochloride
Similarity: 0.92
A212016 [60481-36-9]
3,5-Dimethylphenylhydrazine hydrochloride
Similarity: 0.89
A252549 [637-04-7]
3-Methylphenylhydrazine hydrochloride
Similarity: 0.89
A284676 [2243-56-3]
Naphthalen-1-ylhydrazine hydrochloride
Similarity: 0.97
A176727 [109221-88-7]
[1,1'-Biphenyl]-3-ylhydrazine hydrochloride
Similarity: 0.97
A123665 [53661-18-0]
4-Ethylphenylhydrazine Hydrochloride
Similarity: 0.92
A212016 [60481-36-9]
3,5-Dimethylphenylhydrazine hydrochloride
Similarity: 0.89
A252549 [637-04-7]
3-Methylphenylhydrazine hydrochloride
Similarity: 0.89
A284676 [2243-56-3]
Naphthalen-1-ylhydrazine hydrochloride
Similarity: 0.97
A176727 [109221-88-7]
[1,1'-Biphenyl]-3-ylhydrazine hydrochloride
Similarity: 0.97
A123665 [53661-18-0]
4-Ethylphenylhydrazine Hydrochloride
Similarity: 0.92
A212016 [60481-36-9]
3,5-Dimethylphenylhydrazine hydrochloride
Similarity: 0.89
A252549 [637-04-7]
3-Methylphenylhydrazine hydrochloride
Similarity: 0.89