Structure of 871700-24-2
*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. : | 871700-24-2 |
Formula : | C18H15FIN3O4 |
M.W : | 483.23 |
SMILES Code : | O=C1N(C2=CC=C(I)C=C2F)C3=C(C(O)=C(C)C(N3C)=O)C(N1C4CC4)=O |
MDL No. : | MFCD18207185 |
InChI Key : | MHHFXMZMCYWCJQ-UHFFFAOYSA-N |
Pubchem ID : | 59717004 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 27 |
Num. arom. heavy atoms | 16 |
Fraction Csp3 | 0.28 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 5.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 107.75 |
TPSA ? Topological Polar Surface Area: Calculated from |
86.23 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
3.17 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.36 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.3 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.17 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.0 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.8 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.63 |
Solubility | 0.0113 mg/ml ; 0.0000235 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.81 |
Solubility | 0.0747 mg/ml ; 0.000155 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-4.59 |
Solubility | 0.0125 mg/ml ; 0.0000259 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 |
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) |
Yes |
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 |
-7.57 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 |
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) |
3.0 |
* 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 |
---|---|---|
93% | With 2,6-dimethylpyridine; In chloroform; at 0 - 20℃; for 2.5h; | Under a nitrogen atmosphere, to 3-cyclopropyl-l-(2-fluoro- 4-iodophenyl)-5-hydroxy-6,8-dimethyl-1H,8H-pyrido[2,3- d] pyrimidine-2,4,7-trione 55 (33.0 g) obtained in Step 5 were added chloroform (165 ml) and 2,6-lutidine(10.4 ml), and trifluoromethanesulfonic anhydride 56 (14.4 ml) was added dropwise under ice-cooling with stirring. After the completion of the dropwise addition, the mixture was stirred at same temperature for 30 min and at room temperature for 2 hrs. The reaction mixture was washed successively with aqueous sodium hydrogen carbonate (165 ml), 1N hydrochloric acid (165 ml) and brine (165 ml) and dried over anhydrous magnesium sulfate. Anhydrous magnesium sulfate was filtered off and the filtrate was concentrated under reduced pressure. 2-Propanol (198 ml) was added to the residue, and the mixture was stirred with heating under reflux, and allowed to return to room temperature. The crystals were collected by filtration and dried to give trifluoromethanesulfonic acid 3-cyclopropyl-l-(2-fluoro-4- iodophenyl)-6,8-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydro- pyrido [2,3-d]pyrimidin-5-yl ester 43 (31.9 g, yield 93%) as colorless crystals. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With trimethylamine hydrochloride; triethylamine; In acetonitrile; at 0 - 20℃; for 4.0h; | Under a nitrogen atmosphere, to 3-cyclopropyl-l-(2-fluoro- 4-iodo-phenyl)-5-hydroxy-6,8-dimethyl-1H,8H-pyrido[2,3- d] pyrimidine-2,4,7-trione 55 (23.9 g) was added acetonitrile (167 ml), and the mixture was stirred under ice-cooling. Triethylamine (11.0 ml) and trimethylamine hydrochloride (2.37 g) were added, and a solution of p-toluenesulfonyl chloride 11 (12.3 g) in acetonitrile (72.0 ml) was added dropwise. The mixture was stirred under ice-cooling for 1 hr, and stirred at room temperature for 3 hrs. Methanol (239 ml) was added, and the mixture was stirred at room temperature for 1 hr. The crystals were collected by filtration and dried to give p-toluenesulfonic acid 3-cyclopropyl-1-(2-fluoro-4-iodo-phenyl)-6,8-dimethyl-2,4,7- trioxo-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidin-5-yl ester 77 (28.7 g, yield 91%) as colorless crystals. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With acetic anhydride; at 100℃; for 3.0h;Product distribution / selectivity; | Under a nitrogen atmosphere, to 3-cyclopropyl-l-(2-fluoro- 4-iodo-phenyl)-6-methylamino-1H-pyrimidine-2,4-dione 52 (34.4 g) and 2-methyl-malonic acid 54 (15.2 g) was added acetic anhydride (34.4 ml), and the mixture was stirred with heating at 100C for 3 hrs. After allowing to cool to 50C, acetone (68.8 ml) was added dropwise, and the mixture was stirred as it was for 30 min. Water (172 ml) was further added dropwise, and the mixture was stirred for 1 hr. After allowing to cool to room temperature with stirring, the precipitated crystals were collected by filtration and dried to give crude crystals (37.7 g, LC purity 91%) of 3- cyclopropyl-1-(2-fluoro-4-iodo-phenyl)-5-hydroxy-6,8-dimethyl- lH,8H-pyrido[2,3-d]pyrimidine-2,4,7-trione 55. Isopropanol (92.0 ml) was added to the obtained crude crystals (30.7 g), and the mixture was stirred at room temperature for 4 hrs. The crystals were collected by filtration and dried to give 3-cyclopropyl-l-(2-fluoro-4-iodo-phenyl)-5-hydroxy-6,8-dimethyl-1H,8H-pyrido[2,3- d]pyrimidine-2,4,7-trione 55 (25.9 g, yield from 76,58%) as pale-yellow crystals. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
21% | With acetic anhydride; at 100℃; for 2.0h;Product distribution / selectivity; | To a 2: 1 mixture (34.6 g) of 3-cyclopropyl-l-(2-fluoro-4- iodophenyl)-6-methylamino-lH-pyrimidine-2,4-dione 52 and 1- cyclopropyl-3-(2-fluoro-4-iodo-phenyl)6-methylamino-1H- pyrimidine-2,4, -dione 53 obtained in Step 4, and 2-methylmalonic acid 54 (10.2 g) was added acetic anhydride (173 ml), and the mixture was stirred at 100C for 2 hrs. After allowing to cool to room temperature, the reaction mixture was concentrated under reduced pressure. Acetone (104 ml) was added to the residue, and the mixture was stirred with heating under reflux for 30 min. After allowing to cool to room temperature, the precipitated crystals were collected by filtration and dried to give 3- cyclopropyl-1-(2-fluoro-4-iodophenyl)-5-hydroxy-6,8-dimethyl- lH,8H-pyrido[2,3-d]pyrimidine-2,4,7-trione 55 (15.1 g, yield from 48,21%) as colorless crystals. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
14.5 g | With sodium ethanolate; In tetrahydrofuran; at 0 - 60℃; for 8.0h; | S2: N-(2-Fluoro-4-iodophenyl)-N'-cyclopropyl urea (20.8 g, 65.0 mmol)In a solution of THF (300 mL),Sodium ethoxide (12.2 g, 179.3 mmol) was added portionwise at 0 C and allowed to warm to room temperature.The crude solution of 1,5-dimethyl-2,4,6-pyridinetrione-3-carboxylate prepared in the step S1 was dissolved in THF (200 mL), and reacted at 60 C for 8 h, and cooled to room temperature.Concentrated hydrochloric acid to adjust the pH to 2-3, concentrated to give a viscous solid,Dichloromethane (300 mL) was added and washed with water (50 mL once, three times in total).Dry, concentrated,The residue was recrystallized from acetone to give 3-cyclopropyl-1-(2-fluoro-4-iodophenyl)-5-hydroxy-6,8-dimethyl-1H,8H-pyrido[2,3- d]pyrimidine-2,4,7-trione (14.5 g),Yield 47.3% |
A128495 [871700-22-0]
3-Cyclopropyl-1-(2-fluoro-4-iodophenyl)-6-(methylamino)pyrimidine-2,4(1H,3H)-dione
Similarity: 0.76
A122058 [959236-96-5]
8-Fluoroquinazoline-2,4(1H,3H)-dione
Similarity: 0.66
A296916 [76088-98-7]
7-Fluoroquinazoline-2,4(1H,3H)-dione
Similarity: 0.63
A104063 [190595-65-4]
(3R,4S)-4-(4-(Benzyloxy)phenyl)-1-(4-fluorophenyl)-3-(3-(4-fluorophenyl)-3-oxopropyl)azetidin-2-one
Similarity: 0.59
A128495 [871700-22-0]
3-Cyclopropyl-1-(2-fluoro-4-iodophenyl)-6-(methylamino)pyrimidine-2,4(1H,3H)-dione
Similarity: 0.76
A104063 [190595-65-4]
(3R,4S)-4-(4-(Benzyloxy)phenyl)-1-(4-fluorophenyl)-3-(3-(4-fluorophenyl)-3-oxopropyl)azetidin-2-one
Similarity: 0.59
A106226 [391211-97-5]
3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid
Similarity: 0.59
A210259 [830346-47-9]
1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione
Similarity: 0.58
A105077 [1873-59-2]
4-Hydroxy-3-methylquinolin-2(1H)-one
Similarity: 0.56
A514163 [66108-95-0]
N1,N3-Bis(2,3-dihydroxypropyl)-5-(N-(2,3-dihydroxypropyl)acetamido)-2,4,6-triiodoisophthalamide
Similarity: 0.54
A128495 [871700-22-0]
3-Cyclopropyl-1-(2-fluoro-4-iodophenyl)-6-(methylamino)pyrimidine-2,4(1H,3H)-dione
Similarity: 0.76
A122058 [959236-96-5]
8-Fluoroquinazoline-2,4(1H,3H)-dione
Similarity: 0.66
A185660 [959236-79-4]
8-Iodoquinazoline-2,4(1H,3H)-dione
Similarity: 0.64
A102345 [61948-86-5]
5-Methoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.63
A296916 [76088-98-7]
7-Fluoroquinazoline-2,4(1H,3H)-dione
Similarity: 0.63
A386469 [635698-34-9]
6-Benzyl-6,7-dihydro-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,5H)-dione
Similarity: 0.54
A366187 [62459-02-3]
7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione
Similarity: 0.53
A102008 [135481-57-1]
6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione
Similarity: 0.53
A163196 [28721-09-7]
10-Methoxy-5H-dibenzo[b,f]azepine-5-carboxamide
Similarity: 0.53
A107936 [337909-10-1]
Ethyl 1-formyl-4-oxo-4H-quinolizine-3-carboxylate
Similarity: 0.52