Coixol (6-Methoxy-2-benzoxazolinone)
(Synonyms: 6-甲氧基-2-苯唑啉酮,6-Methoxy-2-benzoxazolinone; 6-MBOA) 目录号 : GC30144
Coixol (6-methoxybenzoxazolone, MBOA) acts as a central muscle relaxant with an anti-convulsant effect.
Cas No.:532-91-2
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
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Coixol (6-methoxybenzoxazolone, MBOA) acts as a central muscle relaxant with an anti-convulsant effect.
| Cas No. | 532-91-2 | SDF | |
| 别名 | 6-甲氧基-2-苯唑啉酮,6-Methoxy-2-benzoxazolinone; 6-MBOA | ||
| Canonical SMILES | O=C1OC2=CC(OC)=CC=C2N1 | ||
| 分子式 | C8H7NO3 | 分子量 | 165.15 |
| 溶解度 | DMSO : ≥ 30 mg/mL (181.65 mM) | 储存条件 | Store at 4°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.0551 mL | 30.2755 mL | 60.551 mL |
| 5 mM | 1.211 mL | 6.0551 mL | 12.1102 mL |
| 10 mM | 0.6055 mL | 3.0276 mL | 6.0551 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Effect of 6-Methoxy-2-benzoxazolinone (MBOA) on Pythium Species and Corn Seedling Growth and Disease
Plant Dis 2021 Apr;105(4):752-757.33048595 10.1094/PDIS-04-20-0824-SC
Corn yield reduction following a cereal rye cover crop has been attributed to, among other factors, allelochemicals released from decomposing cereal rye residue. The allelopathic effect of 6-Methoxy-2-benzoxazolinone (MBOA) was evaluated on corn seedling growth, mycelial growth of seven pathogenic species of Pythium, and root rot of corn seedlings caused by Pythium spp. at 13, 16, and 22 to 23°C (room temperature) using a plate assay. Mycelial growth of all Pythium spp. tested was slower with MBOA at 0.25 mg/ml compared with MBOA at 0.125 and 0.0625 mg/ml and the check (4% V8 juice medium containing neomycin sulfate and chloramphenicol with 0.5% dimethyl sulfoxide). Therefore, no further tests were done with MBOA at 0.25 mg/ml. In general, MBOA reduced corn radicle length and did not cause root rot across all temperatures. However, greater root rot severity in corn was observed on corn seedlings grown in the presence of Pythium lutarium and P. oopapillum on media amended with MBOA compared with the check at all temperatures. Similarly, more root rot caused by P. torulosum and P. spinosum was observed when MBOA was present at 16°C compared with the check with no MBOA. These data suggest that corn seedling disease caused by Pythium spp. could be more severe when corn is planted following a cover crop of winter cereal rye due to the presence of allelochemicals that are released from the cover crop.
Effect of 6-Methoxy-2-benzoxazolinone on the activities of rat pineal N-acetyltransferase and hydroxyindole-O-methyltransferase and on melatonin production
J Pineal Res 1990;8(1):57-66.2338614 10.1111/j.1600-079x.1990.tb00807.x
A naturally occurring compound, 6-methoxybenzoxazolinone (6-MBOA), present in grasses, has been shown to induce sexual maturation in a number of rodent species. The structural similarity of 6-MBOA and melatonin has led researchers to suspect that 6-MBOA might induce its progonadal effects by directly altering pineal function. Previous studies have shown that 6-MBOA has the properties of a weak beta-adrenergic agonist capable of stimulating rat pineal N-acetyltransferase (NAT) activity at pharmacological concentrations of 10(-3) M. In the present study we have examined the effect of 6-MBOA on both the pineal melatonin synthesizing enzymes, namely, NAT and hydroxyindole-O-methyltransferase (HIOMT) as well as on melatonin production, in organ cultured rat pineal glands. In addition, we have also examined the ability of 6-MBOA to displace a ligand from rat brain alpha- and beta-adrenoceptors. Our results confirm that 6-MBOA stimulates NAT activity and melatonin production at the high concentration of 10(-3) M. It appears to have no effect on HIOMT activity. A competition study shows that 6-MBOA is able of displacing ligands at the alpha- and beta-adrenoceptors but only at concentrations greater than 10(-4) M. Whether such high concentrations of 6-MBOA reach the pineal of rodent in their natural habitat is unknown. However, if 6-MBOA does mediate progonadal effects by altering pineal function it would be expected that 6-MBOA would ultimately inhibit the effects of melatonin. The possibilities are that the high melatonin levels induced by 6-MBOA cause desensitization of melatonin receptors or that 6-MBOA is an antagonist at the level of the melatonin receptor, thus restricting the inhibitory effects of melatonin on the reproductive system.
Effects of 6-Methoxy-2-benzoxazolinone on the pineal melatonin generating system
J Pharmacol Exp Ther 1985 Apr;233(1):45-50.3981461
6-Methoxy-2-benzoxazolinone (6-MBOA) at concentrations greater than 20 microM stimulates serotonin N-acetyltransferase (NAT) activity of rat pineal glands in 48-hr organ culture as well as of glands freshly cultured, indicating that 6-MBOA acts postsynaptically. The effects of 6-MBOA on NAT activity can be blocked by propranolol but not by prazosin, suggesting that 6-MBOA acts on the beta receptor. At the doses used 6-MBOA stimulation does not block or enhance NAT stimulation by norepinephrine, but is additive with vasoactive intestinal polypeptide which stimulates NAT activity at a site different than the beta receptor. This study demonstrates that 6-MBOA stimulates rather than inhibits melatonin biosynthesis and does not prevent stimulation of melatonin synthesis by norepinephrine. The progonadal association with eating plants containing 6-MBOA in the Montane vole may be due to over stimulation of melatonin receptor sites. Other possible explanations include an extrapineal action such as a blockade of melatonin receptors in the central nervous system, a blockade of receptors on the gonads or to a direct action of this agent on the gonads.
Examination of pineal indoles and 6-Methoxy-2-benzoxazolinone for antioxidant and antimicrobial effects
Comp Biochem Physiol C Toxicol Pharmacol 2001 Nov;130(3):379-88.11701394 10.1016/s1532-0456(01)00264-2
Oxidative modification of low density lipoprotein (LDL) induced by free radicals is implicated in the development of atherosclerosis. The aim of the present study was to examine the ability of various pineal indoles in inhibiting LDL oxidation which is accompanied by an increase in mobility in agarose gel electrophoresis and by an augmented generation of thiobarbituric acid-reactive substance induced by Cu2+. It was found that the order of potencies in inhibiting malondialdehyde formation was 5-hydroxytryptamine (serotonin)>5-hydroxytryptophol and 5-hydroxyindole-3-acetic acid when tested at 4 mM. 5-methoxytryptamine was as effective as 5-hydroxytryptophol and 5-hydroxyindole-3-acetic acid when tested at 4 mM but was inactive at 1 mM. 5-methoxytryptophol was marginally active at 4 mM. Melatonin, 5-methoxyindole-3-acetic acid and 6-Methoxy-2-benzoxazolinone were inactive even at 4 mM. The ranking of antioxidative potencies as reflected in the shift of mobility in agar gel electrophoresis was 5-hydroxytryptamine>5-methoxytryptamine>5-hydroxyindole-3-acetic acid and 5-methoxytryptophol>5-hydroxytryptophol and melatonin. Another aim of this investigation was to ascertain the action of the aforementioned pineal indoles on the enhanced lipid peroxidation brought about in the mouse kidney and liver by intraperitoneal administrations of carbon tetrachloride. It was found that all pineal indoles tested demonstrated an inhibitory effect in the kidney but not in the liver. 6-methox-2-benzoxazolinone and 5-methoxyindole-3-acetic acid exerted antifungal activity against Mycosphaerella arachidicola, Botrytis cinerea and Physalospora piricola. 6-Methoxy-2-benzoxazolinone exhibited antibacterial activity against Proteus vulgaris and 5-methoxytryptamine against Staphylocccus aureus and Bacillus subtilis. Other pineal indoles did not possess antifungal or antibacterial action.
Effects of 6-Methoxy-2-benzoxazolinone on the germination and alpha-amylase activity in lettuce seeds
J Plant Physiol 2005 Dec;162(12):1304-7.16425448 10.1016/j.jplph.2005.03.013
Germination of lettuce seeds was inhibited by 6-Methoxy-2-benzoxazolinone (MBOA) at concentrations greater than 0.03 mmol/L. MBOA also inhibited the induction of alpha-amylase activity in the lettuce seeds at concentrations greater than 0.03 mmol/L. These two concentration-response curves for the germination and alpha-amylase indicate that the percentage of the germination was positively correlated with the activity of alpha-amylase in the seeds. Lettuce seeds germinated around 18h after incubation and inhibition of alpha-amylase by MBOA occurred within 6h after seed incubation. These results show that MBOA may inhibit the germination of lettuce seeds by inhibiting the induction of alpha-amylase activity.