Structure of 77-85-0
*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. : | 77-85-0 |
Formula : | C5H12O3 |
M.W : | 120.15 |
SMILES Code : | CC(CO)(CO)CO |
MDL No. : | MFCD00004687 |
InChI Key : | QXJQHYBHAIHNGG-UHFFFAOYSA-N |
Pubchem ID : | 6502 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 |
Num. heavy atoms | 8 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 1.0 |
Num. rotatable bonds | 3 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 3.0 |
Molar Refractivity | 29.37 |
TPSA ? Topological Polar Surface Area: Calculated from |
60.69 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.9 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
-1.17 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
-1.03 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-0.65 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-0.44 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
-0.48 |
Log S (ESOL):? ESOL: Topological method implemented from |
0.35 |
Solubility | 269.0 mg/ml ; 2.24 mol/l |
Class? Solubility class: Log S scale |
Highly soluble |
Log S (Ali)? Ali: Topological method implemented from |
0.39 |
Solubility | 294.0 mg/ml ; 2.45 mol/l |
Class? Solubility class: Log S scale |
Highly soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
0.24 |
Solubility | 211.0 mg/ml ; 1.75 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 |
-7.86 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) |
1.09 |
* 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 |
---|---|---|
toluene-4-sulfonic acid; In toluene; at 100℃; for 48h; | Synthesis of (3-methyl-3,4-dihydro-2H-thieno[3,4-b][1 ,4]dioxepin-3-yl)-methanol; <strong>[51792-34-8]3,4-dimethoxythiophene</strong> (4 g, 27.8 mmol) was taken with 1500 mL of toluene and to this trimethylol ethane (4.32 g, 36.10 mmol) was added followed by p-TSA (0.52 g, 2.78 mmol). The mixture was stirred at 100 0C with a continuous flow of argon for 48 h. Excess toluene was evaporated and the greenish black residue was extracted with ethyl acetate, washed repeatedly with water, dried over sodium sulphate and ethyl acetate was removed under vacuum. The crude product was purified by silica gel column chromatography eluting with pet ether-ethyl acetate (80:20) to get colourless viscous oil which solidified over a period of two days to a white solid. 1H NMR (CDCI3): 0.95 (s, 3H), 1.70 (s, 1H), 3.73 (d, 2H), 3.74 (s, 2H), 4.08 (d, 2H), 6.48 (s, 2H). Mass: 200 [M]+ | |
With toluene-4-sulfonic acid; In toluene; at 110℃; for 36h; | ProDOT-OH and ProDOT-N3 were synthesized as described inthe literature [35]. 3-Methyl-3-(hydroxymethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine, ProDOT-OH: <strong>[51792-34-8]3,4-dimethoxythiophene</strong> (2.5 g,17.5 mmol) was dissolved in 100 mL of toluene. 2-Hydroxymethyl-2-methylpropan-1,3-diol (4.2 g, 2 eq, 35 mmol) and para-toluenesulfonic acid monohydrate (635 mg, 0.2 eq, 3.5 mmol) were added. The mixture was warmed at 110 °C over 36 h. The mixture was allowed to cool at room temperature. The toluene phase was extracted with NaHCO3 5 percent in water (230 mL) and brine (30 mL), and finally dried (Na2SO4). The solvents were removed under reduced pressure. The compound was finallypurified on column (8/2, cyclohexane/ethyl acetate). 3-(Azidomethyl)-3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine, ProDOT-N3: ProDOT-OH (2.6 g, 11.5 mmol) wasdissolved in 50 mL of dichloromethane. Triethylamine (2.3 g, 2eq, 23 mmol) was added. The mixture was cooled at 0 C.Methanesulfonyl chloride (1.58 g, 1.2 eq, 13.8 mmol) was addeddropwise. The mixture was allowed to warm up at room temperature. After 4 h, 10 mL of methanol was added. The mixture was stirred for 30 additional min. All volatiles were removed under reduced pressure. The residual oil was dissolved in 100 mL of N,N-dimethylformamide (DMF) and NaN3 (3.7 g, 5 eq, 44.5 mmol) was added. The mixture was heated at 95 °C overnight. The reaction was then allowed to cool at room temperature and most part of the DMF was removed under reduced pressure. 100 mL of dichloromethane was added. The organic layer was washed with water (230 mL) and brine (30 mL), dried over Na2SO4. The solvents were removed under reduced pressure. ProDOT-1N3 is finally purified on column (80/20, cyclohexane/dichloromethane). All yields and spectroscopic data agreed with the literature. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
A 2-lErlenmeyer flask was charged with metriol (300 g, 2.5 mol),48% hydrobromic acid (1030 ml, 1524.4 g, 9 mol), andglacial acetic acid (140 ml, 147.1 g, 2.45 mol). The stirredmixture was carefully treated by addition of sulfuric acid(380 ml, 696.9 g, 3.9 mol) and refluxed for 4 h. After that,the reaction mixture was cooled to ~15 and the lower(organic) layer was separated in a separatory funnel, andthe upper (aqueous) layer was extracted with chloroform(200 ml and 3×100 ml). The extracts were combined withthe organic layer, the obtained solution was washed withwater (3×75 ml), then with aqueous 15% Na2CO3 solution(50 ml), and again with water (2×75 ml). The chloroformsolution was then evaporated, giving a mixture of products1 and 1b (550.4 g) in the ratio of 46.0 and 46.8% as abrown liquid with low viscosity.3-Bromo-2-(bromomethyl)-2-methylpropan-1-ol (1a).1 NMR spectrum (DMSO-d6), delta, ppm (J, Hz): 1.01 (3,s, 3); 3.33 (2, d, J = 5.3, CH2OH); 3.48 (4, s,CH2Br); 4.97 (1H, t, J = 5.3, OH).3-Bromo-2-(bromomethyl)-2-methylpropyl acetate(1b). 1 NMR spectrum (DMSO-d6), delta, ppm: 1.09 (3, s,3); 2.04 (3, s, OC(O)CH3); 3.55 (4, s, CH2Br); 3.99(2, s, CH2OC(O)CH3). 13C NMR spectrum (CDCl3), delta, ppm:170.60; 67.20; 66.25; 40.59; 39.13; 38.32; 20.82; 20.23;19.87 (for mixture 1a and 1b).A three-neck one liter flask equipped with an overheadstirrer was charged with a mixture of compounds 1a and 1b(524.2 g, 2 mol) and TBAB (8.4 g, 26 mmol). The reactionmixture was vigorously stirred and treated by the additionof a solution prepared from NaOH (109.5 g, 2.6 mol) andwater (190 ml). The reaction mixture was thenthermostated at 50 while vigorously stirring for 1.5 h.After that, the reaction flask was connected through anintermediate vessel to steam generator and compound 2awas steam-distilled from the reaction mixture. The organicphase (bottom layer) was obtained with a yield of 174.0 gand contained 84.0% of 3-bromomethyl-3-methyloxetane(2a) according to 1H NMR spectrum. Distillation allowedto separate the main fraction (144.7 g) as a colorless liquidwith bp 47.5-48 / 6 Torr (62-64 / 10 Torr54), thecontent of compound 2a was 137.47 g (95%), the yield ofcyclization step was 43.8%.3-Bromomethyl-3-methyloxetane (2). 1 NMRspectrum (DMSO-d6), delta, ppm (J, Hz): 1.34 (3, s, 3);3.78 (2, s, CH2Br); 4.24 (2, d, J = 5.9) and 4.33 (2, d,J = 5.9, CH2O). 13C NMR spectrum (75.47 MHz, CDCl3),delta, ppm: 80.68; 41.31; 40.60; 22.44. |