Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 2h; Ambient temperature; | 77% |
doramectin
Conditions | Yield |
---|---|
With manganese(IV) oxide In diethyl ether for 18h; Ambient temperature; | 72.5% |
With silica gel; pyridinium chlorochromate In dichloromethane at 20℃; for 4h; | 15% |
doramectin
Conditions | Yield |
---|---|
Stage #1: doramectin With manganese(IV) oxide In diethyl ether at 25℃; for 18h; Oxidation; Stage #2: With hydroxylamine hydrochloride In 1,4-dioxane; methanol; water at 50℃; for 2h; oximation; | 58% |
Multi-step reaction with 2 steps 1: pyridinium chlorochromate; silica gel / dichloromethane / 4 h / 20 °C 2: hydroxylamine hydrochloride / isopropyl alcohol; water / 5 h / 20 °C View Scheme |
doramectin
Conditions | Yield |
---|---|
With sulfuric acid In tetrahydrofuran at 20℃; for 16h; | 36% |
With sulfuric acid In tetrahydrofuran; water at 40℃; for 16h; | 100 g |
doramectin
Conditions | Yield |
---|---|
In cyclohexane for 0.75h; Irradiation; | 25.7% |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1H-imidazole; dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere 2: dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere 3: dmap / dichloromethane / 6 h / 20 °C / Inert atmosphere 4: toluene-4-sulfonic acid / methanol / 1 h / 20 °C / Inert atmosphere View Scheme |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1H-imidazole; dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere 2: dmap / dichloromethane / 5 h / 20 °C / Inert atmosphere View Scheme |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1H-imidazole; dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere 2: dmap / dichloromethane / 5 h / 20 °C / Inert atmosphere 3: toluene-4-sulfonic acid / methanol / 1 h / 20 °C / Inert atmosphere View Scheme |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1H-imidazole; dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere 2: dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
With 1H-imidazole; dmap In dichloromethane at 20℃; for 4h; Inert atmosphere; |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridinium chlorochromate; silica gel / dichloromethane / 4 h / 20 °C 2: hydroxylamine hydrochloride / isopropyl alcohol; water / 5 h / 20 °C 3: sulfuric acid / tetrahydrofuran / 6 h / 20 °C View Scheme |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridinium chlorochromate; silica gel / dichloromethane / 4 h / 20 °C 2: isopropyl alcohol; water / 4 h / 20 °C View Scheme |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridinium chlorochromate; silica gel / dichloromethane / 4 h / 20 °C 2: isopropyl alcohol; water / 4 h / 20 °C 3: sulfuric acid / tetrahydrofuran / 6 h / 20 °C View Scheme |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridinium chlorochromate; silica gel / dichloromethane / 4 h / 20 °C 2: sodium cyanoborohydride; ammonium acetate; acetic acid / methanol / 48 h / 20 °C View Scheme |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid / tetrahydrofuran; water / 16 h / 40 °C 2: Wilkinson's catalyst; hydrogen / toluene / 6 h / 35 °C / 3000.3 Torr View Scheme | |
Multi-step reaction with 2 steps 1: Wilkinson's catalyst; hydrogen / acetone / 35 - 40 °C / 2250.23 - 3000.3 Torr / Large scale 2: sulfuric acid / isopropyl alcohol / 2.5 h / 20.2 - 24 °C / Autoclave; Inert atmosphere; Large scale View Scheme |
doramectin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sulfuric acid / tetrahydrofuran; water / 16 h / 40 °C 2: Wilkinson's catalyst; hydrogen / toluene / 6 h / 35 °C / 3000.3 Torr 3: manganese(IV) oxide / acetone / 1 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: Wilkinson's catalyst; hydrogen / acetone / 35 - 40 °C / 2250.23 - 3000.3 Torr / Large scale 2: sulfuric acid / isopropyl alcohol / 2.5 h / 20.2 - 24 °C / Autoclave; Inert atmosphere; Large scale 3: manganese(IV) oxide / dichloromethane / 20 - 25 °C / Inert atmosphere; Autoclave; Large scale View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Wilkinson's catalyst; hydrogen / toluene / 4 h / 40 °C / 3000.3 Torr / Autoclave 2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; manganese(IV) oxide / dimethyl sulfoxide / 1.75 h / 25 - 30 °C View Scheme |
The Doramectin, with the CAS registry number 117704-25-3, belongs to the product categories of Antiparasitic; Intermediates & Fine Chemicals; Pharmaceuticals. Its systematic name is called (2alphaE,4E,5'S,6S,6'R,7S,8E,11R,13S,15S,17alphaR,20R,20alphaR,20betaS)-6'-cyclohexyl-20,20beta-dihydroxy-5',6,8,19-tetramethyl-17-oxo-5',6,6',10,11,14,15,17,17alpha,20,20alpha,20beta-dodecahydro-2H,7H-spiro[11,15-methanofuro[4,3 ,2-pq][2,6]benzodioxacyclooctadecine-13,2'-pyran]-7-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)-3-O-methyl-alpha-L-arabino-hexopyranoside. This chemical's classification codes are Anthelmintics; Anti-Anxiety Agents; Anti-Infective Agents; Anticonvulsants; Antiparasitic Agents; Antiparasitic [veterinary]; Central Nervous System Agents; Central Nervous System Depressants; Insecticides; Pesticides; Psychotropic Drugs; Tranquilizing Agents.
Physical properties of Doramectin: (1)ACD/LogP: 6.06; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): 7; (4)ACD/LogD (pH 7.4): 7; (5)ACD/BCF (pH 5.5): 161310; (6)ACD/BCF (pH 7.4): 161308; (7)ACD/KOC (pH 5.5): 185875; (8)ACD/KOC (pH 7.4): 185872; (9)#H bond acceptors: 14; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 10; (12)Index of Refraction: 1.58; (13)Molar Refractivity: 237.858 cm3; (14)Molar Volume: 714.817 cm3; (15)Surface Tension: 54.231 dyne/cm; (16)Density: 1.258 g/cm3; (17)Flash Point: 274.409 °C; (18)Enthalpy of Vaporization: 159.764 kJ/mol; (19)Boiling Point: 967.377 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.
Doramectin (Dectomax) is a veterinary drug approved by the Food and Drug Administration (FDA) for the treatment of parasites such as gastrointestinal roundworms, lungworms, eyeworms, grubs, sucking lice and mange mites in cattle. It is used for the treatment and control of internal parasitosis (gastrointestinal and pulmonary nematodes), ticks and mange (and other ectoparasites). Doramectin is also available for horses as an oral flavored bioadhesive gel under the name Doraquest L.A. Oral Gel. It can be used to control and treat internal parasites as roundworms, lungworms and some external parasites.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: O=C6O[C@H]3C[C@H](O[C@]/2(O[C@H](C1CCCCC1)[C@H](\C=C\2)C)C3)C/C=C(\C)[C@@H](O[C@@H]5O[C@@H](C)[C@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](OC)C4)[C@@H](OC)C5)[C@H](/C=C/C=C7/[C@@]8(O)[C@H]6/C=C(/C)[C@@H](O) [C@H]8OC7)C
(2)InChI: InChI=1/C50H74O14/c1-27-13-12-16-34-26-57-47-42(51)30(4)21-37(50(34,47)54)48(53)60-36-22-35(63-49(25-36)20-19-29(3)45(64-49)33-14-10-9-11-15-33)18-17-28(2)44(27)61-41-24-39(56-8)46(32(6)59-41)62-40-23-38(55-7)43(52)31(5)58-40/h12-13,16-17,19-21,27,29,31-33,35-47,51-52,54H,9-11,14-15,18,22-26H2,1-8H3/b13-12+,28-17+,34-16+/t27-,29-,31-,32-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46-,47+,49+,50+/m0/s1
(3)InChIKey: QLFZZSKTJWDQOS-YDBLARSUBH
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