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117704-25-3

Basic Information
CAS No.: 117704-25-3
Name: Doramectin
Article Data: 1
Molecular Structure:
Molecular Structure of 117704-25-3 (Doramectin)
Formula: C50H74O14
Molecular Weight: 899.129
Synonyms: 25-Cyclohexylavermectin B1;Dectomax;L701023;UK 67994;
EINECS: 601-490-4
Density: 1.25 g/cm3
Melting Point: 116-119 °C
Boiling Point: 967.4 °C at 760 mmHg
Flash Point: 274.4 °C
Appearance: white to off-white crystalline powder
Hazard Symbols: ToxicT, DangerousN, IrritantXi
Risk Codes: 25-50/53-36/37/38
Safety: 33-45-60-61-36/37-26
Transport Information: UN 2811 6.1/PG 3
PSA: 170.06000
LogP: 5.91160
Synthetic route
117704-25-3

doramectin

407-25-0

trifluoroacetic anhydride

C52H69F3O13

Conditions
ConditionsYield
With triethylamine In acetonitrile for 2h; Ambient temperature;77%
117704-25-3

doramectin

5-ketodoramectin

Conditions
ConditionsYield
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%
117704-25-3

doramectin

25-cyclohexyl-5-demethoxy-25-de(1-methylpropyl)-5-(hydroxyimino)avermectin A1a

Conditions
ConditionsYield
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
117704-25-3

doramectin

C43H62O11

Conditions
ConditionsYield
With sulfuric acid In tetrahydrofuran at 20℃; for 16h;36%
With sulfuric acid In tetrahydrofuran; water at 40℃; for 16h;100 g
117704-25-3

doramectin

(8,9-Z)-doramectin

Conditions
ConditionsYield
In cyclohexane for 0.75h; Irradiation;25.7%
117704-25-3

doramectin

C52H77NO15

Conditions
ConditionsYield
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
117704-25-3

doramectin

C64H95NO15Si

Conditions
ConditionsYield
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
117704-25-3

doramectin

C58H81NO15

Conditions
ConditionsYield
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
117704-25-3

doramectin

C60H90N2O15Si

Conditions
ConditionsYield
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
18162-48-6

tert-butyldimethylsilyl chloride

117704-25-3

doramectin

C56H88O14Si

Conditions
ConditionsYield
With 1H-imidazole; dmap In dichloromethane at 20℃; for 4h; Inert atmosphere;
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Specification

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