Structure of 152937-04-7
*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. : | 152937-04-7 |
Formula : | C7H3BrFNS |
M.W : | 232.07 |
SMILES Code : | BrC1=NC2=C(S1)C=C(C=C2)F |
MDL No. : | MFCD07783786 |
InChI Key : | GIANOUBNTGQAID-UHFFFAOYSA-N |
Pubchem ID : | 11492351 |
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 | 9 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 0 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 47.28 |
TPSA ? Topological Polar Surface Area: Calculated from |
41.13 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.3 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.43 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
3.62 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.69 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
4.24 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.26 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.05 |
Solubility | 0.0209 mg/ml ; 0.0000901 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.97 |
Solubility | 0.0246 mg/ml ; 0.000106 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-4.11 |
Solubility | 0.0181 mg/ml ; 0.000078 mol/l |
Class? Solubility class: Log S scale |
Moderately 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) |
Yes |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
Yes |
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 |
-5.28 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 |
0.55 |
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) |
2.34 |
* 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 |
---|---|---|
40% | With tert.-butylnitrite; In hexane; ethyl acetate; acetonitrile; | (Step 1) Synthesis of 2-bromo-6-fluorobenzothiazole Copper (I) bromide (619 mg, 4.32 mmol) was suspended in acetonitrile (10 ml). To the resulting suspension was added tert-butyl nitrite (640 ael, 5.38 mmol), followed by stirring at 60ØC for 5 minutes. To the reaction mixture was added 2-amino-6-fluorobenzothiazole (605 mg, 3.60 mmol). The resulting mixture was stirred at 60ØC for 10 minutes. After cooling to the room temperature, the reaction mixture was diluted with ethyl acetate. The ethyl acetate solution was washed with 1N HCl, saturated brine, dried over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column, whereby from n-hexane/ ethyl acetate (5:1, v/v) eluate fractions, 2-bromo-6-fluorobenzothiazole (330 mg, 40%) was obtained as a brown solid. 1H-NMR (CDCl3) delta: 7.19-7.24 (m, 1H), 7.49-7.52 (m, 1H), 7.92-7.96 (m, 1H). MS (ESI) m/z 273.8 (M++1+MeCN). |
With sodium nitrite; In water; hydrogen bromide; | EXAMPLE 28 [(2-(6-Fluorobenzothiazolyl))carbonyl]-1-piperidinecarboxylic acid, 1,1-dimethylethyl ester STR36 Slurry 2-amino-6-fluorobenzothiazole (0.255 mol) in water (325 mL), heat to reflux and add 48% hydrobromic acid (130 mL). Maintain at reflux for 20 minutes, cool to 0 C. and add a solution of sodium nitrite (17.56 g, 0.255 mol) water (90 mL), maintaining a temperature of 0 C. Stir at 0 C. for 15 minutes and add by dropwise addition (while keeping cold) to a rapidly stirring mixture of copper (I) bromide (42.03 g, 0.293 mol) in 48% hydrobromic acid (86 mL) and water (225 mL). Stir at room temperature for 20 minutes. Allow to stand overnight, extract into methylene chloride and dry (MgSO4). Evaporate the solvent in vacuo and purify by chromatography to give 2-bromo-6-fluorobenzothiazole. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
32% | In 5,5-dimethyl-1,3-cyclohexadiene; hexane; ethyl acetate; | (Step 2) Synthesis of methyl (3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl)acetate In xylene (8 ml), <strong>[152937-04-7]2-bromo-6-fluorobenzothiazole</strong> (330 mg, 1.42 mmol), methyl 4-amino-3-chlorophenylacetate (284 mg, 1.42 mmol), and pyridinium p-toluenesulfonate (PPTS) (107 mg, 0.43 mmol) were heated under reflux for 10 hours. After cooling, the reaction mixture was distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column, whereby from n-hexane/ ethyl acetate (6:1, v/v) eluate fractions, methyl (3-chloro-4-(6-fluoro-2-benzothiazolyl)aminophenyl)acetate (158 mg, 32%) was obtained as a pale yellow solid. 1H-NMR (CDCl3) delta: 3.58 (s, 2H), 3.70 (s, 3H), 7.05-7.10 (m, 1H), 7.22-7.25 (m, 1H), 7.34-7.37 (m, 2H), 7.59-7.63 (m, 1H), 8.32-8.34 (m, 1H). MS (ESI) m/z 351 (M++1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In N,N-dimethyl-formamide; at 100.0℃; for 0.08333330000000001h;Microwave irradiation; | A mixture of 5-bromo-N-methylpyridin-2-amine (50 mg, 0.27 mmol), bis(pinacolato)diboron (75 mg, 0.30 mmol), Pd(dprhof)Cl2*DCM (6.5 mg, 0.008 mmol) and S KOAc (79 mg, 0.80 mmol) in DMF (2 mL) was heated at 150 C for 10 minutes in a microwave reactor. Then 2-bromo-6-fluoro-l,3-benzothiazole (93 mg, 0.40 mmol), another batch of Pd(dppf)Cl2*DCM (6.5 mg, 0.008 mmol) and 2 M aq. K2CO3 (0.5 mL) were added and the reaction mixture was heated at 100 C for 5 minutes in a microwave reactor. The mixture was allowed to cool and was partitioned between EtOAc and H2O. The 0 organic phase was washed with water and brine and was dried (Na2SO4). Concentration <n="94"/>under vacuum and purification by HPLC gave the title compound (8 mg). 1H NMR (CHLOROFORM-c/: CD3OD) delta 8.61 (d, 1 H) 8.02 (dd, 1 H) 7.87 (dd, 1 H) 7.57 (dd, 1 H) 7.22-7.15 (m, 1 H) 6.55 (d, 1 H) 2.94 (s, 3 H); MS m/z (M+H) 260, (M-H) 258. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52% | With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; copper(l) iodide; triphenylphosphine; In water; N,N-dimethyl-formamide; at 100.0℃;Inert atmosphere; | General procedure: aryldioxazaboracane (1.2 equiv), arylbromide (1 equiv) PdCl2(PPh3)2 (5 mol %), PPh3 (10 mol %) and copper iodide (10 mol %) in a 4:1 DMF/water mixture (0.2 mmol/mL) under Argon are brought to 100 C until no more aryl bromide is detected. After cooling to RT, water and Et2O are added. The organic and aqueous phases are separated, the aqueous phase is then extracted with ether, and the organic phase is washed with brine, then dried over MgSO4, and filtered. After evaporation the residue is purified by flash column chromatography. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; copper(l) iodide; triphenylphosphine; In water; N,N-dimethyl-formamide; at 100.0℃;Inert atmosphere; | General procedure: aryldioxazaboracane (1.2 equiv), arylbromide (1 equiv) PdCl2(PPh3)2 (5 mol %), PPh3 (10 mol %) and copper iodide (10 mol %) in a 4:1 DMF/water mixture (0.2 mmol/mL) under Argon are brought to 100 C until no more aryl bromide is detected. After cooling to RT, water and Et2O are added. The organic and aqueous phases are separated, the aqueous phase is then extracted with ether, and the organic phase is washed with brine, then dried over MgSO4, and filtered. After evaporation the residue is purified by flash column chromatography. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; copper(l) iodide; triphenylphosphine; In water; N,N-dimethyl-formamide; at 100.0℃;Inert atmosphere; | General procedure: aryldioxazaboracane (1.2 equiv), arylbromide (1 equiv) PdCl2(PPh3)2 (5 mol %), PPh3 (10 mol %) and copper iodide (10 mol %) in a 4:1 DMF/water mixture (0.2 mmol/mL) under Argon are brought to 100 C until no more aryl bromide is detected. After cooling to RT, water and Et2O are added. The organic and aqueous phases are separated, the aqueous phase is then extracted with ether, and the organic phase is washed with brine, then dried over MgSO4, and filtered. After evaporation the residue is purified by flash column chromatography. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 20.0℃; for 0.5h; | General procedure: The appropriately substituted 2-aminobenzothiazole (1.0 equiv) was suspended in acetonitrile (0.2 M). To this mixture was added copper (II) bromide (1.0 equiv) followed by t-butyl nitrite (1.3 equiv). After being allowed to stir at room temperature for 30 mm, the reaction mixture was diluted with EtOAc and washed with 1.0 M HC1 followed by brine. The organic phase was dried over MgSO4, filtered and concentrated before being purified by silica gel chromatography to provide the desired material. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
40% | With tert.-butylnitrite; copper(I) bromide; In acetonitrile; at 60.0℃; for 1.0h; | General procedure: To a stirred suspension of CuBr (1.57 g, 10.9 mmol) in MeCN (25 ml) was added tBuONO (1.63 ml, 13.7 mmol) and the mixture was stirred at 60 C for 10 min. Then 2-amino-6-methylbenzothiazole (14b) (1.50 g, 9.13 mmol) was added to the mixture, and the reaction mixture was stirred at 60 C for 1 h. After cooled to room temperature, the mixture was poured into 1 N HCl. The resulting precipitate was dissolved into EtOAc, washed with 1 N HCl, brine, dried over Na2SO4, and evaporated. The residue was purified by column chromatography on silica gel with n-hexane-EtOAc (7:1, v/v) as eluent to give the title compound (703 mg, 34%) as a brown oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridinium p-toluenesulfonate; In 5,5-dimethyl-1,3-cyclohexadiene; for 10.0h; | General procedure: A mixture of 2-bromo-6-methylbenzothiazole (15b) (703 mg, 3.08 mmol), methyl 4-amino-3-chlorophenylacetate (16a) (615 mg, 3.08 mmol), and PPTS (232 mg, 0.92 mmol) in xylene (10 ml) was refluxed for 10 h. After cooled to room temperature, the solvent was evaporated. The residue was purified by column chromatography on silica gel with n-hexane-EtOAc (6:1, v/v) as eluent to give methyl [3-chloro-4-(6-methyl-2-benzothiazolyl)aminophenyl]acetate (274 mg, 26%) as a pale yellow oil |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | With triethylamine; In N,N-dimethyl-formamide; at 120.0℃; for 16.0h; | Take 100mL single-mouthed flask, was successively added <strong>[152937-04-7]2-bromo-6-fluorobenzo[d]thiazole</strong> (200mg, 0.86mmol), tert-butyl piperazine-1-carboxylate (0.16g, 0.86mmol), TEA (0.2 mL, 1.3mmol), DMF (3mL), 120 deg. C reaction 16h, concentrated to dryness to give a crude product, purified by column chromatography to give pure product 0.21g, yield: 73%. |
A256442 [155559-81-2]
5-Fluorobenzo[d]thiazole-2-thiol
Similarity: 0.76
A198110 [348-40-3]
6-Fluorobenzo[d]thiazol-2-amine
Similarity: 0.76
A133815 [154327-27-2]
2-Chloro-5-fluorobenzo[d]thiazole
Similarity: 0.72
A158110 [3507-17-3]
2-Bromo-6-chlorobenzo[d]thiazole
Similarity: 0.77
A207249 [2941-58-4]
2-Bromo-6-methoxybenzothiazole
Similarity: 0.74