Buparvaquone
Buparvaquone structure
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Common Name | Buparvaquone | ||
|---|---|---|---|---|
| CAS Number | 88426-33-9 | Molecular Weight | 326.429 | |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 460.7±45.0 °C at 760 mmHg | |
| Molecular Formula | C21H26O3 | Melting Point | 178-184ºC | |
| MSDS | Chinese USA | Flash Point | 246.5±25.2 °C | |
Use of BuparvaquoneBuparvaquone is a hydroxynaphthoquinone antiprotozoal drug related to parvaquone and atovaquone. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Buparvaquone is a hydroxynaphthoquinone antiprotozoal drug related to parvaquone and atovaquone. |
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| Related Catalog | |
| In Vitro | In 4-day proliferation assays, buparvaquone efficiently inhibits N. caninum tachyzoite replication(IC50=4.9 nM; IC100=100 nM)[1]. Buparvaquone is significantly selective against L. (L.) infantum chagasi intracellular amastigotes, with an IC50 value of 1.5 μM. Other cutaneous species are also susceptible to buparvaquone, with IC50 values in the range 1-4 μM[2]. |
| In Vivo | Treatment of N. caninum infected mice with buparvaquone (100 mg/kg) either by intraperitoneal injection or gavage prevents neosporosis symptoms in 4 out of 6 mice in the intraperitoneally treated group, and in 6 out of 7 mice in the group receiving oral treatment[1]. Both a hydrous gel and water-in-oil emulsion of buparvaquone significantly reduce cutaneous parasite burden and lesion size, compared with the untreated control[3]. |
| Cell Assay | To study whether pretreatment of host cells prior to invasion had any effect on parasite proliferation, confluent HFF grown in 6-well plates are treated with 1 µM buparvaquone in medium for 1 h or 5 h, and controls are exposed to the corresponding amounts of DMSO. Subsequently, the drug-containing medium is removed and monolayers are ished 4 times with Hank's Balanced Salt Solution, and are infected with Nc-Liv tachyzoites in 5 mL medium without any drug or solvent. After 2 days, cells are collected with a cell scraper, centrifuged, ished once more in PBS, and the pellet is stored at −20 °C prior to quantification of N. caninum proliferation by N. caninum-specific real time PCR as outlined below[1]. |
| Animal Admin | Mice: On day 0, all mice are infected by intraperitoneal (i.p.) injection of freshly purified N. caninum tachyzoites. After 48 h, mice receive BPQ (100 mg/kg) as suspension in corn oil either by i.p. injection of a volume of 100 µl or by oral application of 100 µl by gavage. The control groups obtained the corresponding amount of the solvent only, either i.p. or orally (see Table 2). The treatments are performed 5 times on a daily basis. If not indicated otherwise, mice are inspected twice daily for clinical signs (ruffled coat, apathy, hind limb paralysis) until day 21 post infection (p.i.), at which time they are euthanized[1]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 460.7±45.0 °C at 760 mmHg |
| Melting Point | 178-184ºC |
| Molecular Formula | C21H26O3 |
| Molecular Weight | 326.429 |
| Flash Point | 246.5±25.2 °C |
| Exact Mass | 326.188202 |
| PSA | 54.37000 |
| LogP | 6.45 |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.574 |
| InChIKey | NEGDTWQGGLJCTL-UHFFFAOYSA-N |
| SMILES | CC(C)(C)C1CCC(CC2=C(O)c3ccccc3C(=O)C2=O)CC1 |
| Storage condition | Refrigerator |
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| RIDADR | NONH for all modes of transport |
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| RTECS | QJ5766600 |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Drug delivery systems for the topical treatment of cutaneous leishmaniasis.
Expert Opin. Drug Deliv. 9(9) , 1083-97, (2012) The parenteral administration of pentavalent antimonials for the treatment of all forms of leishmaniasis, including cutaneous leishamniasis (CL), has several limitations. Therapy is long, requiring re... |
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In-vivo therapeutic efficacy trial with artemisinin derivative, buparvaquone and imidocarb dipropionate against Babesia equi infection in donkeys.
J. Vet. Med. Sci. 65(11) , 1171-7, (2003) The therapeutic efficacy of imidocarb, artesunate, arteether, buparvaquone and arteether+buparvaquone combination was evaluated against Babesia equi of Indian origin in splenectomised donkeys with exp... |
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Design, synthesis and in vitro evaluation of novel water-soluble prodrugs of buparvaquone.
Eur. J. Pharm. Sci. 23(2) , 151-8, (2004) Novel water-soluble phosphate prodrugs (2b-5b) of buparvaquone-oxime (1a) and buparvaquone-O-methyloxime (1b) were synthesized and evaluated in vitro as potential oral prodrugs against leishmaniasis. ... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 2-[(4-tert-butylcyclohexyl)methyl]-3-hydroxynaphthalene-1,4-dione |
| 2-[[4-(1,1-Dimethylethyl)cyclohexyl]methyl]-3-hydroxy-1,4-naphthalenedione |
| Butalex |
| UNII-0354RT7LG4 |
| 2-[(4-tert-Butylcyclohexyl)methyl]-3-hydroxynaphthalen-1,4-dion |
| 2-((4-tert-Butylcyclohexyl)methyl)-3-hydroxy-1,4-naphthochinon |
| BW 720C |
| Buparvaquone |
| Buparvaquonum [Latin] |
| Buparvacuona [Spanish] |
| 3-(4-t-Butylcyclohexyl)methyl-2-hydroxy-1,4-naphthoquinone |
| MFCD01712789 |
| 2-((4-(1,1-Dimethylethyl)cyclohexyl)methyl)-3-hydroxy-1,4-naphthalenedione |
| 2-[(4-tert-Butylcyclohexyl)methyl]-3-hydroxy-1,4-naphthoquinone |
| 2-Hydroxy-3-{[4-(2-methyl-2-propanyl)cyclohexyl]methyl}-1,4-naphthoquinone |
| 2-((4-tert-Butylcyclohexyl)methyl)-3-hydroxy-1,4-naphthoquinone |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What are the storage conditions for 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: Storage conditions for 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione: Refrigerator. |
| Q: What is the boiling point of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: Boiling point of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione is 460.7±45.0 °C at 760 mmHg. |
| Q: What is the LogP of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: LogP of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione is 6.45. |
| Q: What is the CAS number of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: CAS number of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione is 88426-33-9. |
| Q: What is the SMILES notation of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: SMILES notation of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione is CC(C)(C)C1CCC(CC2=C(O)c3ccccc3C(=O)C2=O)CC1. |
| Q: What is the InChIKey of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: InChIKey of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione is NEGDTWQGGLJCTL-UHFFFAOYSA-N. |
| Q: What are the uses of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: Main uses of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione: Buparvaquone is a hydroxynaphthoquinone antiprotozoal drug related to parvaquone and atovaquone. |
| Q: What is the English name of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: The English name of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione is 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione. |
| Q: What is the melting point of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: Melting point of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione is 178-184ºC. |
| Q: What is the molecular weight of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione? |
| A: Molecular weight of 3-[(4-tert-butylcyclohexyl)methyl]-4-hydroxynaphthalene-1,2-dione is 326.429. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |
| Henan Tianfu Chemical Co., Ltd. |