Structure of 919354-20-4
*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. : | 919354-20-4 |
Formula : | C7H14ClNO2 |
M.W : | 179.64 |
SMILES Code : | O=C(C1(C)CCNCC1)O.[H]Cl |
MDL No. : | MFCD18207802 |
InChI Key : | GGMOJYOORZQAFB-UHFFFAOYSA-N |
Pubchem ID : | 51000379 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.86 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 48.84 |
TPSA ? Topological Polar Surface Area: Calculated from |
49.33 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 |
-1.3 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.88 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.69 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.86 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.23 |
Log S (ESOL):? ESOL: Topological method implemented from |
-0.07 |
Solubility | 153.0 mg/ml ; 0.854 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
0.76 |
Solubility | 1040.0 mg/ml ; 5.78 mol/l |
Class? Solubility class: Log S scale |
Highly soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.04 |
Solubility | 16.2 mg/ml ; 0.0902 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 |
-8.32 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) |
1.19 |
* 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 |
---|---|---|
43% | With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20.0℃; | (e) 1-[3-Cyano -5-(ethoxycarbonyl) -6-methylpyridin-2 -yl] -4-methylpiperidine -4- carboxylic acid; Ethyl 6-chloro-5-cyano-2-methylnicotinate (0.28 g, 1.3 mmol) and 4-methylpiperidine-4- carboxylic acid hydrochloride (0.34 g, 1.9 mmol) were suspended in DMF (20 mL) and DIPEA (1.1 mL, 6.3 mmol) was added. The reaction mixture was stirred at r.t until complete consumption of the starting materieal was observed by HPLC analysis. The reaction mixture was diluted with EtOAc (100 mL) and washed with saturated NH4Cl (70 mL), water (2 X 70 mL) and brine (50 mL). The organics were dried (Mg5O4) and concentrated under reduced pressure to afford the crude material. Flash column chromatography (1:3 EtOAc/hexanes, 0.5 % AcOH to 1:2 EtOAc/hexanes, 0.5 % AcOH) gave 1-[3-cyano-5-(ethoxycarbonyl)-6- methylpy?din-2-yl]-4-methylpiperidine-4-carboxylic acid as a solid. Yield: 0.179 g (43%). 1H NMR (400 MHz, DM5O- d6): 6 1.20 (3H, s), 1.30 (3H, t, J= 7.1Hz), 1.44-1.54 (2H, m), 2.02-2.11 (2H, m), 2.63 (3H, s), 3.39-3.48 (2H, m), 4.15-4.29 (4H, m), 8.32 (1H, s), 12.52 (1H, br s). M5 m/z: 332 (M+l). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
(d) 4-Methylpiperidine-4-carboxylic acid hydrochloride; Methyl 4-methylpiperidine-4-carboxylate (0.300 g, 1.9 mmol) was suspended in THF (30 mL) and potassium trimethylsilanolate (2.4 g, 19 mmol) was added. The system was heated at reflux overnight and then cooled to r.t. 4 M HCl in 1,4-dioxane (12 mL, 48 mmol) was added and the system concentrated under reduced pressure to afford crude 4-methylpiperidine-4- carboxylic acid hydrochloride as a solid, which was used without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With hydrogenchloride; In 1,4-dioxane; at 20.0℃; for 2.0h; | A. Preparation of 4-methylpiperidine 4-carboxylic acid. 1-(tert-Butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (0.500 g, 2.06 mmol) was treated with 4 M HCl in dioxane (10 mL) for 2 hours at room temperature to afford the title compound (0.294 g, 100%) as the hydrochloride salt. MS (ES+) [M+H]+=144.0. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With triethylamine; In isopropyl alcohol; at 180.0℃; for 1.0h;Microwave irradiation; | B. Preparation of 4-methyl-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4yl)-piperidine-4-carboxylic acid. To a solution of 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (0.274 g, 1.64 mmol) in isopropanol (10 mL) were added 4-methylpiperidine 4-carboxylic acid hydrochloric acid from step A (0.294 g, 1.64 mmol) and triethylamine (0.654 mL, 4.92 mmol). The reaction was heated to 180 C. for 1 hour under microwave conditions, concentrated, taken up with ice water, and neutralized to pH 3 with 6 N aq. HCl to precipitate the product. The product was collected by filtration and dried under vacuum overnight to give the title compound (0.42 g, 75%) as a gray solid. MS (ES+) [M+H]+=275.2. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydrogencarbonate; In dimethyl sulfoxide; at 120.0℃;Inert atmosphere; | Intermediate 32l -(5"formyl-2,3'-bipyridin-6'-yl)-4-methylpiperidine-4-carboxylic acid A mixture of 6.-fluoro-2,3'-bipyridine-5-carbaldehyde (Step A, Intermediate 28, 0.8 g, 3.96 mmol), 0.5 g, sodium bicarbonate (1.994 g, 23.74 mmol), <strong>[919354-20-4]4-methylpiperidine-4-carboxylic acid hydrochloride</strong> (1.422 g, 7.91 mmol) in DMSO (10 mL) was heated 120 C overnight under nitrogen. The mixture was then dried and. the residue was purified by MPLC (gredient to acetone) to afford product l-(5-fonnyl-2,3'-bipyridin-6'-yl)-4-methylpiperidine-4-carboxylic acid. LC-MS (ES, m/z) C18Hi9N303: 325; Found: 326 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With triethylamine; In tetrahydrofuran; water; at 80.0℃; for 18.0h; | General procedure: General procedure B A solution of amino nucleophile (3 equiv.), triethylamine (10 equiv.), and Intermediate 1 (1 equiv.) was stirred in dioxane and water (2:1 ratio) at 90 C until complete consumption of starting material was observed by LC/MS. The solution was diluted withiN hydrochloric acid and dichloromethane. The layers were then separated and thelayer was extracted with dichloromethane. The organics were combined, dried over magnesium sulfate, filtered, and the solvent was removed in vacuo. Purification yielded theproduct. The title compound was prepared following general procedure B, except 4-methylpiperidine-4-carboxylic acid (as the HC1 salt) was the amine reactant (1.1 equiv.), 4 equivalents of triethyl amine was used, and the contents were heated to 80 C for 18 h as a solution in THF/water (10:1). Contents extracted with ethyl acetate during workup. The crude material was purified via silica gel chromatography utilizing a 1-10% methanolldichloromethane gradient over 30 minutes to deliver the desired compound, Compound 1-124 as an off-white solid (36.1 mg, 95% yield).1H NMR (400 MHz, CDC13) oe (ppm): 8.49 (s, 1H), 8.16 - 8.28 (d, 1H), 7.35 -7.44 (m, 1H),7.17 - 7.26 (m, 1H), 6.95 - 7.10 (m, 2H), 6.87 (m, 1H), 6.62 (s, 1 H), 6.00 (s, 2H), 4.34 - 4.48 (m, 1H), 3.36 - 3.48 (m, 1H), 2.36 - 2.41 (m, 1H), 1.58 - 1.68 (m, 1H), 1.34 (s, 3H), 0.71 -0.81 (m, 4H). |
A151736 [40117-63-3]
Quinuclidine-4-carboxylic acid hydrochloride
Similarity: 0.97
A199875 [71985-80-3]
1-Methylpiperidine-4-carboxylic acid hydrochloride
Similarity: 0.97
A482306 [5984-56-5]
Piperidine-4-carboxylic acid hydrochloride
Similarity: 0.97
A177267 [68947-43-3]
1-Methylpiperidine-4-carboxylic acid
Similarity: 0.94
A155055 [73415-84-6]
2-(Piperidin-4yl)acetic acid hydrochloride
Similarity: 0.91
A199875 [71985-80-3]
1-Methylpiperidine-4-carboxylic acid hydrochloride
Similarity: 0.97
A482306 [5984-56-5]
Piperidine-4-carboxylic acid hydrochloride
Similarity: 0.97
A177267 [68947-43-3]
1-Methylpiperidine-4-carboxylic acid
Similarity: 0.94
A155055 [73415-84-6]
2-(Piperidin-4yl)acetic acid hydrochloride
Similarity: 0.91
A174778 [19999-64-5]
1-Methylpiperidine-3-carboxylic acid hydrochloride
Similarity: 0.89