Structure of Albendazole Sulfoxide
CAS No.: 54029-12-8
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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.
Albendazole Oxide can selectively inhibit beta-tubulin polymerization, used as an anthelmintic medicine.
Synonyms: Ricobendazole; Albendazole Oxide; RS 8852
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Search for reports by entering the product batch number.
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| CAS No. : | 54029-12-8 |
| Formula : | C12H15N3O3S |
| M.W : | 281.33 |
| SMILES Code : | O=C(OC)NC1=NC2=CC=C(S(CCC)=O)C=C2N1 |
| Synonyms : |
Ricobendazole; Albendazole Oxide; RS 8852
|
| MDL No. : | MFCD00797922 |
| InChI Key : | VXTGHWHFYNYFFV-UHFFFAOYSA-N |
| Pubchem ID : | 83969 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H302 |
| Precautionary Statements: | P280-P305+P351+P338 |
In Vitro:
|
Cell Line
|
Concentration | Treated Time | Description | References |
| Echinococcus multilocularis metacestodes | 10 μg/ml | 1 hour to 16 days | To evaluate the in vitro efficacy of albendazole sulfoxide and albendazole sulfone against E. multilocularis metacestodes. Results showed that both drugs were rapidly taken up by the parasite, causing structural changes in microtriches within 6 hours and ultimately leading to parasite death. | Antimicrob Agents Chemother. 1999 May;43(5):1052-61 |
| Echinococcus granulosus protoscoleces | 50, 150, 250 µM | 10 days | Evaluate the in vitro protoscolicidal effects of albendazole sulfoxide on Echinococcus granulosus protoscoleces. Results showed that albendazole sulfoxide exhibited protoscolicidal effects at all concentrations but was less effective than tropisetron. | Parasit Vectors. 2021 Apr 12;14(1):197 |
| Trichuris muris | 5-100 μM | 24 h | To assess the pathway of drug entry and drug accumulation in parasites. Results showed that Albendazole Sulfoxide accumulated in parasites between 61 and 833 nmol/10 worms, with a concentration-dependent manner. | Int J Parasitol Drugs Drug Resist. 2017 Aug;7(2):159-173 |
| Heligmosomoides polygyrus | 5-100 μM | 24 h | To assess the pathway of drug entry and drug accumulation in parasites. Results showed that Albendazole Sulfoxide accumulated in parasites between 12 and 111 nmol/10 worms, with a concentration-dependent manner. | Int J Parasitol Drugs Drug Resist. 2017 Aug;7(2):159-173 |
| Taenia solium cysts | 10 to 500 ng/ml | 72 h | To evaluate the antiparasitic activities of racemic ABZSO and its (R)- and (S)- enantiomers against T. solium cysts. Results showed that (R)-ABZSO was significantly more active than (S)-ABZSO in suppressing the release of AP and antigen in a dose- and time-dependent manner. | Antimicrob Agents Chemother. 2013 Feb;57(2):944-9 |
| Taenia crassiceps cysts | 0.0125 to 2.5 μg/ml | 11 days | Evaluate the in vitro effects of albendazole sulfoxide against Taenia crassiceps cysts, showing it acts slower and is less potent than praziquantel. | Antimicrob Agents Chemother. 2004 Jun;48(6):2302-4 |
| African green monkey kidney cells (E6) | 1 to 10 ng/ml | 14 days | Evaluate the inhibitory effect of albendazole sulfoxide on Encephalitozoon intestinalis spore production; results showed albendazole sulfoxide was 1.7-fold more inhibitory than albendazole and significantly less toxic to E6 cells | Antimicrob Agents Chemother. 1997 Dec;41(12):2729-32 |
| Human recombinant cytochrome P450 (CYP1A2) | 14.9 µM(IC50) | Evaluate the inhibitory effect of Albendazole Sulfoxide on CYP1A2, showing moderate inhibition (IC50=14.9µM) | Antimicrob Agents Chemother. 2016 Sep 23;60(10):6127-33 |
In Vivo:
|
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
| NMRI mice | Heligmosomoides polygyrus infection model | Oral and intraperitoneal | 100 mg/kg | Single dose, sampling at 2, 5, and 8 hours post-treatment | To evaluate the distribution of Albendazole Sulfoxide in the host and its effect on parasites. Results showed that after oral administration of Albendazole Sulfoxide, the drug accumulated in parasites at 11.4 nmol/10 worms, with high concentrations in gastrointestinal contents and plasma. | Int J Parasitol Drugs Drug Resist. 2017 Aug;7(2):159-173 |
| Rats | Sprague-Dawley rats | Oral | 100 mg/kg | Single dose, monitored for 24 hours | Evaluate pharmacokinetic parameters of Albendazole Sulfoxide in rats, showing a 1.8-fold increase in half-life when coadministered with mebendazole compared to albendazole alone | Antimicrob Agents Chemother. 2016 Sep 23;60(10):6127-33 |
Tags: Albendazole sulfoxide | Ricobendazole | Albendazole oxide | Parasite | anti-parasite | infection | 54029-12-8 |
Precautionary Statements-General | |
| Code | Phrase |
| P101 | If medical advice is needed,have product container or label at hand. |
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Prevention | |
| Code | Phrase |
| P201 | Obtain special instructions before use. |
| P202 | Do not handle until all safety precautions have been read and understood. |
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| P221 | Take any precaution to avoid mixing with combustibles |
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| P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
| P230 | Keep wetted |
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| P232 | Protect from moisture. |
| P233 | Keep container tightly closed. |
| P234 | Keep only in original container. |
| P235 | Keep cool |
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| P263 | Avoid contact during pregnancy/while nursing. |
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| P265 | Wash skin thouroughly after handling. |
| P270 | Do not eat, drink or smoke when using this product. |
| P271 | Use only outdoors or in a well-ventilated area. |
| P272 | Contaminated work clothing should not be allowed out of the workplace. |
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| P281 | Use personal protective equipment as required. |
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| P283 | Wear fire/flame resistant/retardant clothing. |
| P284 | Wear respiratory protection. |
| P285 | In case of inadequate ventilation wear respiratory protection. |
| P231 + P232 | Handle under inert gas. Protect from moisture. |
| P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
| Code | Phrase |
| P301 | IF SWALLOWED: |
| P304 | IF INHALED: |
| P305 | IF IN EYES: |
| P306 | IF ON CLOTHING: |
| P307 | IF exposed: |
| P308 | IF exposed or concerned: |
| P309 | IF exposed or if you feel unwell: |
| P310 | Immediately call a POISON CENTER or doctor/physician. |
| P311 | Call a POISON CENTER or doctor/physician. |
| P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
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| P314 | Get medical advice/attention if you feel unwell. |
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| P321 | |
| P322 | |
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| P332 | IF SKIN irritation occurs: |
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| P334 | Immerse in cool water/wrap n wet bandages. |
| P335 | Brush off loose particles from skin. |
| P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
| P337 | If eye irritation persists: |
| P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
| P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
| P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
| P342 | If experiencing respiratory symptoms: |
| P350 | Gently wash with plenty of soap and water. |
| P351 | Rinse cautiously with water for several minutes. |
| P352 | Wash with plenty of soap and water. |
| P353 | Rinse skin with water/shower. |
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| P371 | In case of major fire and large quantities: |
| P372 | Explosion risk in case of fire. |
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| P374 | Fight fire with normal precautions from a reasonable distance. |
| P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
| P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
| P378 | |
| P380 | Evacuate area. |
| P381 | Eliminate all ignition sources if safe to do so. |
| P390 | Absorb spillage to prevent material damage. |
| P391 | Collect spillage. Hazardous to the aquatic environment |
| P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
| P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
| P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
| P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
| P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
| P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
| P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
| P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
| P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
| P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
| P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
| P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
| P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
| P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
| P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
| P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
| P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
| P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
| P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
| P370 + P376 | In case of fire: Stop leak if safe to Do so. |
| P370 + P378 | In case of fire: |
| P370 + P380 | In case of fire: Evacuate area. |
| P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
| P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
| Code | Phrase |
| P401 | |
| P402 | Store in a dry place. |
| P403 | Store in a well-ventilated place. |
| P404 | Store in a closed container. |
| P405 | Store locked up. |
| P406 | Store in corrosive resistant/ container with a resistant inner liner. |
| P407 | Maintain air gap between stacks/pallets. |
| P410 | Protect from sunlight. |
| P411 | |
| P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
| P413 | |
| P420 | Store away from other materials. |
| P422 | |
| P402 + P404 | Store in a dry place. Store in a closed container. |
| P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
| P403 + P235 | Store in a well-ventilated place. Keep cool. |
| P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
| P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
| P411 + P235 | Keep cool. |
Disposal | |
| Code | Phrase |
| P501 | Dispose of contents/container to ... |
| P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
| Code | Phrase |
| H200 | Unstable explosive |
| H201 | Explosive; mass explosion hazard |
| H202 | Explosive; severe projection hazard |
| H203 | Explosive; fire, blast or projection hazard |
| H204 | Fire or projection hazard |
| H205 | May mass explode in fire |
| H220 | Extremely flammable gas |
| H221 | Flammable gas |
| H222 | Extremely flammable aerosol |
| H223 | Flammable aerosol |
| H224 | Extremely flammable liquid and vapour |
| H225 | Highly flammable liquid and vapour |
| H226 | Flammable liquid and vapour |
| H227 | Combustible liquid |
| H228 | Flammable solid |
| H229 | Pressurized container: may burst if heated |
| H230 | May react explosively even in the absence of air |
| H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
| H240 | Heating may cause an explosion |
| H241 | Heating may cause a fire or explosion |
| H242 | Heating may cause a fire |
| H250 | Catches fire spontaneously if exposed to air |
| H251 | Self-heating; may catch fire |
| H252 | Self-heating in large quantities; may catch fire |
| H260 | In contact with water releases flammable gases which may ignite spontaneously |
| H261 | In contact with water releases flammable gas |
| H270 | May cause or intensify fire; oxidizer |
| H271 | May cause fire or explosion; strong oxidizer |
| H272 | May intensify fire; oxidizer |
| H280 | Contains gas under pressure; may explode if heated |
| H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
| H290 | May be corrosive to metals |
Health hazards | |
| Code | Phrase |
| H300 | Fatal if swallowed |
| H301 | Toxic if swallowed |
| H302 | Harmful if swallowed |
| H303 | May be harmful if swallowed |
| H304 | May be fatal if swallowed and enters airways |
| H305 | May be harmful if swallowed and enters airways |
| H310 | Fatal in contact with skin |
| H311 | Toxic in contact with skin |
| H312 | Harmful in contact with skin |
| H313 | May be harmful in contact with skin |
| H314 | Causes severe skin burns and eye damage |
| H315 | Causes skin irritation |
| H316 | Causes mild skin irritation |
| H317 | May cause an allergic skin reaction |
| H318 | Causes serious eye damage |
| H319 | Causes serious eye irritation |
| H320 | Causes eye irritation |
| H330 | Fatal if inhaled |
| H331 | Toxic if inhaled |
| H332 | Harmful if inhaled |
| H333 | May be harmful if inhaled |
| H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
| H335 | May cause respiratory irritation |
| H336 | May cause drowsiness or dizziness |
| H340 | May cause genetic defects |
| H341 | Suspected of causing genetic defects |
| H350 | May cause cancer |
| H351 | Suspected of causing cancer |
| H360 | May damage fertility or the unborn child |
| H361 | Suspected of damaging fertility or the unborn child |
| H361d | Suspected of damaging the unborn child |
| H362 | May cause harm to breast-fed children |
| H370 | Causes damage to organs |
| H371 | May cause damage to organs |
| H372 | Causes damage to organs through prolonged or repeated exposure |
| H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
| Code | Phrase |
| H400 | Very toxic to aquatic life |
| H401 | Toxic to aquatic life |
| H402 | Harmful to aquatic life |
| H410 | Very toxic to aquatic life with long-lasting effects |
| H411 | Toxic to aquatic life with long-lasting effects |
| H412 | Harmful to aquatic life with long-lasting effects |
| H413 | May cause long-lasting harmful effects to aquatic life |
| H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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