Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 64-73-3 | MDL No. : | MFCD00082371 |
Formula : | C21H22Cl2N2O8 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | OAPVUSSHCBRCOL-KBHRXELFSA-N |
M.W : | 501.31 | Pubchem ID : | 54686764 |
Synonyms : |
Demeclocycline (hydrochloride);Demethyltetracycline;Demethylchlortetracycline;Demeclocycline HCl
|
Chemical Name : | (4S,4aS,5aS,6S,12aS)-7-Chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280 | UN#: | N/A |
Hazard Statements: | H317-H351-H361 | 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 |
---|---|---|
4S- (4a, 12aa)]-12-Amino-7-chloro-4-dimethylamino-3, 6, 10, 12a-tetrahydroxy-1, 11- dioxo-1, 4,4a, 5,5a, 6, 11, 12a-octahydro-naphthacene-2-carboxylic acid amide.; Anhydrous ammonia was bubbled into a stirred suspension of <strong>[64-73-3]<strong>[64-73-3]demeclocycline</strong> hydrochloride</strong> (0.400 g, 0.80 mmol) in absolute ethanol (130 mL) under reflux for 7 h. Stirring continued at room temperature overnight, then the reaction mixture was brought to pH 7 with diluted acetic acid, and filtered. The solvents in the filtrate were partially removed under reduced pressure, then the remaining solution was freeze-dried. After a primary purification by column chromatography (silica gel, dichloromethane-ethanol), the residue was separated by HPLC (C18-reverse phase VydaCTM column, 50 x 250 mm, by applying a binary gradient of 0. 1% TFA in water (phase A) and 0. 1% TFA in acetonitrile (phase B) on a gradient from 20% phase B to 30% phase B in 100 min at a flow rate of 15 mL/min). After neutralizing with NaHCO3, the collected fractions were freeze-dried, and the tetracycline derivative as a free base was separated from the water- soluble salts using PrepSepT""-C18 disposable extraction columns. Rt (method A) = 5.9 min. ESI-MS m/z (M + H) 463. 9. nu NMR (CD30D) 5 1.62-1. 64 (m, 1 H), 1.85- 1.88 (m, 1 H), 2.26 (s, 6H), 2.45-2. 47 (m, 1 H), 2.67-2. 74 (m, 2H), 4.59 (s, 1 H), 6.62-6. 64 (m, 2H), 7.18-7. 20 (m, 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77% | With hydrogenchloride; In methanol; at 60 - 70℃; for 3.0h;Inert atmosphere; | To a clean, dry round bottom flask, equipped with stirbar and reflux condenser, was added <strong>[64-73-3]<strong>[64-73-3]demeclocycline</strong> hydrochloride</strong> (50 mg, 0.10 mmol) and 6 N HCl in methanol (5 mL) under argon atmosphere. The reaction was heated to 70 C. and allowed to stir at 60 C. for 3 hours (monitored by LCMS). When the reaction was complete, the reaction was concentrated under reduced pressure and purified by preparative HPLC (Si-C18 reverse phase column, gradient of CH3CN/H2O with 0.1% formic acid, tR=15 minutes) to provide (4S,4aS,12aS)-7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide, which was reconstituted as the hydrochloride salt to provide the title compound as a light orange solid (37 mg, 0.077 mmol, 77% yield). |