Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 672293-33-3 | MDL No. : | MFCD11112906 |
Formula : | C9H10INO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | UEROLPZUGANXKB-UHFFFAOYSA-N |
M.W : | 291.09 | Pubchem ID : | 44828937 |
Synonyms : |
|
Num. heavy atoms : | 13 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.22 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 59.81 |
TPSA : | 52.32 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.58 cm/s |
Log Po/w (iLOGP) : | 2.19 |
Log Po/w (XLOGP3) : | 2.11 |
Log Po/w (WLOGP) : | 1.98 |
Log Po/w (MLOGP) : | 2.5 |
Log Po/w (SILICOS-IT) : | 2.42 |
Consensus Log Po/w : | 2.24 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -3.18 |
Solubility : | 0.191 mg/ml ; 0.000655 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.84 |
Solubility : | 0.421 mg/ml ; 0.00145 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -3.44 |
Solubility : | 0.104 mg/ml ; 0.000359 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 2.0 alert |
Leadlikeness : | 0.0 |
Synthetic accessibility : | 1.85 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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 |
---|---|---|
85% | With sodium periodate; iodine In N,N-dimethyl-formamide at 50℃; for 2 h; | Intermediate 9; methyl 4-amino-5-iodo-2-methylbenzoate; To a solution of methyl 4-amino-2-methylbenzoate (Intermediate 7) (2.9 g, 16.6 mmol) in DMF (15 ml) was added sodium periodate (1.45 g, 6.6 mmol) and iodine (3.4 g, 13.3 mmol). The reaction mixture was stirred at 500C for 2 hours. The mixture was poured into cold water with NaHSO3 (0.5 g). After stirring, the mixture was left overnight. The precipitate was filtered, washed with water and diluted with dichloromethane. This solution was dried over Na2SO4, filtered and evaporated to give the title compound as orange solid (4.1 g, 85percent). NMR1H NMR (300 MHz), CDCI3 δ: 8.20 (s, 1 H), 6.47 (s, 1 H), 3.75 (s, 3H), 2.42 (s, 3H). |
65% | Stage #1: With sodium periodate; iodine In N,N-dimethyl-formamide at 50℃; for 3 h; Stage #2: With sodium hydrogen sulfite In water; N,N-dimethyl-formamide for 3 h; |
To a mixture of 136 methyl 4-amino-2-methylbenzoate (15.0 g, 85.86 mmol) in 30 DMF (80 mL) was added 137 sodium periodate (7.36 g, 34.42 mmol) and 138 iodine (17.6. g, 68.84 mmol). The reaction mixture was stirred at 50° C. for 3 hours. The mixture was poured into a solution of 139 NaHSO3 (2.6 g) in 86 water (200 mL). After stirring for 3 h, the mixture was extracted with DCM (300 mL×3). The organic layer was dried over sodium sulfate, concentrated under reduced pressure and purified by chromatography on silica gel (2percent-30percent 32 EtOAc in 60 pet. ether) to give 18A (16.15 g, 65percent yield) as a yellow 140 solid: 1H NMR (400 MHz, CDCl3) δ 8.20 (s, 1H), 6.47 (s, 1H), 3.75 (s, 3H), 2.42 (s, 3H) ; ESI m/z 292.0 [M+H]+ |