Structure of 52833-94-0
*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. : | 52833-94-0 |
Formula : | C6H5BrN2O2 |
M.W : | 217.02 |
SMILES Code : | C1=C(C(=NC=C1Br)N)C(=O)O |
MDL No. : | MFCD01860227 |
InChI Key : | IEPDTLRHISNBLB-UHFFFAOYSA-N |
Pubchem ID : | 737445 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 43.3 |
TPSA ? Topological Polar Surface Area: Calculated from |
76.21 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.6 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.27 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.13 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-0.52 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.72 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.64 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.32 |
Solubility | 1.03 mg/ml ; 0.00475 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.47 |
Solubility | 0.736 mg/ml ; 0.00339 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.9 |
Solubility | 2.74 mg/ml ; 0.0126 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 |
-6.72 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 |
0.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.56 |
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) |
1.57 |
* 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 |
---|---|---|
94% | at 80℃; for 18 h; Inert atmosphere | To a solution of 2-amino-5-bromonicotinic acid 22 (1.0 g, 4.6 mmol)in MeOH (10 mL) was added sulphuric acid (2.0 mL, 36.8 mmol)dropwise and the mixture was stirred at 80 °C for 18 h. After completionmonitored by TLC, the solvent was removed under reduced pressure.The residue was neutralised with sat. NaHCO3 (aq.) and extracted withethyl acetate (3×20 mL). The combined organic layers were driedover MgSO4 and concentrated in vacuo to afford the product 23 as awhite powder (1.0 g, 94percent) without further purification. m.p.148–149 °C; Rf (CH2Cl2/MeOH 20:1): 0.55; 1H NMR (400 MHz, d6-DMSO): δ 8.24 (1H, d, J=2.4 Hz), 8.21 (1H, d, J=2.4 Hz), 6.68–6.19(2H, br.s), 3.89 (3H, s); 13C NMR (100 MHz, d6-DMSO): δ 166.6, 158.0,154.4, 142.0, 107.5, 106.1, 52.4. HRMS (ESI+) Calc. for C7H7N2O2Br [M+H]+ 230.9764/232.9743, found 230.9765/232.9745. IR (neat,cm−1): v 3425, 3131, 2918, 1704, 1620, 1223, 796, 526. |
63% | Stage #1: for 0.25 h; Cooling with ice Stage #2: at 80℃; for 8 h; Inert atmosphere |
Compound 1 (27.40 g, 126.88 mmol) obtained in Step 1 of Example 1 was placed in a well-dried 1000 mL three-neck round bottom flask and placed in a water bath containing ice water. 250 mL of methanol was added and stirred for 15 minutes. Sulfuric acid (125.80 mL, 2360.00 mmol) was slowly added dropwise thereto. The mixture was stirred for 8 hours at a temperature of 80 ° C under a stream of nitrogen. The product was poured into 1500 mL of ice water and neutralized with NaHCO 3 until the pH reached 7. Extraction with dichloromethane followed by column separation with 100percent dichloromethane. The resulting solid was dried to give compound 2 (18.5 g, 63percent yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36% | at 150℃; for 0.5 h; Microwave irradiation | To a vial was charged with 2-amino-5-bromonicotinic acid 8 (1 g, 4.61 mmol) and 1.1 ml of formamide. The vial was capped and heated at 150 °C for 30 min under microwave irradiation. To the reaction mixture was added water. The precipitate was filtered off and recrystallized from water to afford brown solid in 36percent yield. 1H NMR (300 MHz, DMSO-d6) δ 12.72 (s, 1H), 9.03 (d, J = 2.4 Hz, 1H), 8.61 (d, J = 2.4 Hz, 1H), 8.35 (s, 1H); MS (ESI, m/z): 225.8 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1.7 g | at 120℃; for 36 h; Inert atmosphere | 2-Amino-S -bromonictoinic acid (2 g) and formamidine acetate (3.0 g) were heated at 120 °C in2-methoxyethanol (15 ml) for 36 h under argon. The heterogeneous reaction mixture was diluted with water and filtered. The solid was suction dried to obtain 1.7 g of 6-bromopyrido[2,3- d]pyrimidin-4(3H)-one. ‘H NMR (300 MHz, DMSO-d6) ö 12.70 (s, 1H), 9.01 (d, J= 2.6 Hz, 1H), 8.59 (d, J= 2.6 Hz, 1H), 8.33 (s, 1H). |
A125931 [50735-34-7]
Methyl 2-amino-5-bromopyridine-3-carboxylate
Similarity: 0.93
A101270 [433226-06-3]
Ethyl 2-amino-5-bromonicotinate
Similarity: 0.90
A146093 [335031-01-1]
2-Amino-5-bromo-3-(hydroxymethyl)pyridine
Similarity: 0.82
A302728 [443956-55-6]
2-Amino-5-bromo-3-(hydroxymethyl)pyridine hydrobromide
Similarity: 0.82
A122380 [1000339-23-0]
2-Amino-5-bromoisonicotinic acid
Similarity: 0.81
A125931 [50735-34-7]
Methyl 2-amino-5-bromopyridine-3-carboxylate
Similarity: 0.93
A101270 [433226-06-3]
Ethyl 2-amino-5-bromonicotinate
Similarity: 0.90
A146093 [335031-01-1]
2-Amino-5-bromo-3-(hydroxymethyl)pyridine
Similarity: 0.82
A302728 [443956-55-6]
2-Amino-5-bromo-3-(hydroxymethyl)pyridine hydrobromide
Similarity: 0.82
A122380 [1000339-23-0]
2-Amino-5-bromoisonicotinic acid
Similarity: 0.81
A122380 [1000339-23-0]
2-Amino-5-bromoisonicotinic acid
Similarity: 0.81
A215720 [52833-93-9]
2-Amino-5-chloropyridine-3-carboxylic acid
Similarity: 0.78
A214448 [351003-02-6]
5-Bromo-2-methylnicotinic acid
Similarity: 0.78
A216650 [605661-83-4]
2-Amino-4-chloronicotinic acid
Similarity: 0.73
A132619 [903129-78-2]
6-Bromoimidazo[1,2-a]pyridine-8-carboxylic acid
Similarity: 0.73
A125931 [50735-34-7]
Methyl 2-amino-5-bromopyridine-3-carboxylate
Similarity: 0.93
A101270 [433226-06-3]
Ethyl 2-amino-5-bromonicotinate
Similarity: 0.90
A146093 [335031-01-1]
2-Amino-5-bromo-3-(hydroxymethyl)pyridine
Similarity: 0.82
A302728 [443956-55-6]
2-Amino-5-bromo-3-(hydroxymethyl)pyridine hydrobromide
Similarity: 0.82
A122380 [1000339-23-0]
2-Amino-5-bromoisonicotinic acid
Similarity: 0.81