在常温常压下稳定,为类白色结晶。其熔点为109-112℃。
2,4,5-三甲氧基苯甲醛主要用于合成细辛脑。α-细辛脑主要存在于石菖蒲等植物的挥发油中,具有镇静、延长催眠以及抗菌作用,在临床上多用于治疗慢性支气管炎、癫痫和昏迷等精神疾病。自20世纪60年代以来,国内外对石菖蒲属植物的有效成分α-细辛脑单体进行了广泛的研究,包括提取、合成、药理、毒理及临床应用,并取得了显著进展。
生物活性Asaraldehyde(也称作asarone醛)是一种天然的COX-2抑制剂,其对COX-1的选择性比值为17倍。
靶点| Target | Value |
|---|---|
| COX-2 |
Asaraldehyde产量丰富。然而,在其液体培养基或天然宿主C. kanehirae wood中均未检测到Asaraldehyde的存在。当使用C. kanehirae wood的酸消化木屑或香草醛进行培养时,可在培养基中观察到Asaraldehyde的存在。
100 mg/mL Asaraldehyde显示出3.32%的前列腺素H内过氧化物合成酶-1(COX-1)抑制活性和52.69%的前列腺素H内过氧化物合成酶-2(COX-2)抑制活性。100 µg/mL 的Asaraldehyde倾向于抑制COX-2酶,与对照相比,100 µg/mL Asaraldehyde对COX-2/COX-1的抑制比为17.68。此外,Asaraldehyde可下调C/EBPβ、C/EBPδ和C/EBPα的表达,并抑制PPARγ1、PPARγ2以及乙酰辅酶A羧化酶(ACC)的表达。
化学性质类白色结晶,熔点为109-112℃。
用途用于含量测定、鉴定和药理实验等。作为医药中间体,用于合成细辛脑。
| 中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
|---|---|---|---|---|
| 2-羟基-4,5-二甲氧基苯甲醛 | 2-hydroxy-4,5-dimethoxybenzaldehyde | 14382-91-3 | C9H10O4 | 182.176 |
| 2,4-二羟基-5-甲氧基苯甲醛 | 2,4-dihydroxy-5-methoxybenzaldehyde | 51061-83-7 | C8H8O4 | 168.149 |
| —— | 2,5-dihydroxy-4-methoxy-benzaldehyde | 29865-97-2 | C8H8O4 | 168.149 |
| 2,4,5-三甲氧基甲苯 | 1,2,4-trimethoxy-5-methylbenzene | 14894-74-7 | C10H14O3 | 182.219 |
| 2,4,5-三甲氧基苯甲酸 | asaronic acid | 490-64-2 | C10H12O5 | 212.202 |
| 3,4-二甲氧基苯甲醛 | 3,4-dimethoxy-benzaldehyde | 120-14-9 | C9H10O3 | 166.177 |
| 3,4-二羟基-5-甲氧基苯甲醛 | 5-hydroxyvanillin | 3934-87-0 | C8H8O4 | 168.149 |
| 2,4,5-三甲氧基苯乙烯 | 2,4,5-trimethoxystyrene | 17598-03-7 | C11H14O3 | 194.23 |
| 2,4,5-三甲氧基苯甲醇 | 2,4,5-trimethoxybenzyl alcohol | 30038-31-4 | C10H14O4 | 198.219 |
| 香草醛 | vanillin | 121-33-5 | C8H8O3 | 152.15 |
| 细辛脑 | α-asarone | 2883-98-9 | C12H16O3 | 208.257 |
| 顺式-2,4,5-三甲氧基-1-丙烯基苯 | beta-Asarone | 5273-86-9 | C12H16O3 | 208.257 |
| 1,2,4-三甲氧基-5-丙烯基苯 | asarone | 494-40-6 | C12H16O3 | 208.257 |
| 1,2,4-三甲氧基-5-丙基-苯 | 1-propyl-2,4,5-trimethoxybenzene | 6906-65-6 | C12H18O3 | 210.273 |
| 1,2,4-三甲氧基-5-丙-2-烯基苯 | 1-allyl-2,4,5-trimethoxybenzene | 5353-15-1 | C12H16O3 | 208.257 |
| 2-丙烯醛,3-(2,4,5-三甲氧苯基)- | 2,4,5-trimethoxy cinnamaldehyde | 106128-88-5 | C12H14O4 | 222.241 |
| 2,4,5-三甲氧基肉桂酸 | 2,4,5-trimethoxycinnamic acid | 24160-53-0 | C12H14O5 | 238.24 |
| 5-溴香兰素 | 5-bromo-4-hydroxy-3-methoxybenzaldehyde | 2973-76-4 | C8H7BrO3 | 231.046 |
| 中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
|---|---|---|---|---|
| 2-羟基-4,5-二甲氧基苯甲醛 | 2-hydroxy-4,5-dimethoxybenzaldehyde | 14382-91-3 | C9H10O4 | 182.176 |
| —— | 2-ethoxy-4,5-dimethoxybenzaldehyde | 250638-02-9 | C11H14O4 | 210.23 |
| —— | (4,5-dimethoxy-2-(methoxymethoxy)benzaldehyde): | 63153-19-5 | C11H14O5 | 226.229 |
| 2,4-二羟基-5-甲氧基苯甲醛 | 2,4-dihydroxy-5-methoxybenzaldehyde | 51061-83-7 | C8H8O4 | 168.149 |
| 2,3,5,6-四甲氧基苯甲醛 | 2,3,5,6-tetramethoxybenzaldehyde | 34602-86-3 | C11H14O5 | 226.229 |
| —— | 2,4,5-trimethoxy-3-methylbenzaldehyde | 60059-09-8 | C11H14O4 | 210.23 |
| —— | 2,5-dihydroxy-4-methoxy-benzaldehyde | 29865-97-2 | C8H8O4 | 168.149 |
| 2,4,5-三甲氧基甲苯 | 1,2,4-trimethoxy-5-methylbenzene | 14894-74-7 | C10H14O3 | 182.219 |
| —— | 3-formyl-2,4,5-trimethoxybenzaldehyde | 78835-27-5 | C11H12O5 | 224.213 |
| 2-苯甲氧基-4,5-二甲氧基苯甲醛 | 2-benzyloxy-4,5-dimethoxy-benzaldehyde | 14382-86-6 | C16H16O4 | 272.301 |
| —— | 2-acetoxy-4,5-dimethoxybenzaldehyde | 182014-79-5 | C11H12O5 | 224.213 |
| 2,4,5-三甲氧基苯甲酸 | asaronic acid | 490-64-2 | C10H12O5 | 212.202 |
| 2′,4′,5′-三甲氧基苯乙酮 | 2',4',5'-trimethoxyacetophenone | 1818-28-6 | C11H14O4 | 210.23 |
| —— | 2,4,5-trimethoxybenzamide | 4424-79-7 | C10H13NO4 | 211.218 |
| —— | 2,5-dihydroxy-3-methoxybenzaldehyde | 2179-22-8 | C8H8O4 | 168.149 |
| —— | 2-Hydroxy-5-methoxy-4-prenyloxybenzaldehyde | 141590-39-8 | C13H16O4 | 236.268 |
| 2,4,5-三甲氧基苯乙烯 | 2,4,5-trimethoxystyrene | 17598-03-7 | C11H14O3 | 194.23 |
| 2,4,5-三甲氧苯甲酸甲酯 | methyl 2,4,5-trimethoxybenzoate | 20029-76-9 | C11H14O5 | 226.229 |
| 2,4-二羟基-5-甲氧基甲苯 | 4-methoxy-6-methylbenzene-1,3-diol | 78238-02-5 | C8H10O3 | 154.166 |
| 2,4,5-三甲氧基苯甲醇 | 2,4,5-trimethoxybenzyl alcohol | 30038-31-4 | C10H14O4 | 198.219 |
| —— | 2,4,5-Trimethoxybenzylbromid | 59036-86-1 | C10H13BrO3 | 261.115 |
| 2,4,5-三甲氧基苄基氯化物 | 2,4,5-trimethoxybenzyl chloride | 53811-44-2 | C10H13ClO3 | 216.664 |
| —— | 2,4,5-trimethoxyphenylacetylene | 101911-62-0 | C11H12O3 | 192.214 |
| 苯基(2,4,5-三甲氧基苯基)-甲酮 | (phenyl)(2,4,5-trimethoxyphenyl)methanone | 36897-00-4 | C16H16O4 | 272.301 |
| 甲基2-羟基-4,5-二甲氧基苯甲酸酯 | methyl 2-hydroxy-4,5-dimethoxybenzoate | 28373-21-9 | C10H12O5 | 212.202 |
| —— | 3-bromo-2-hydroxy-4,5-dimethoxybenzaldehyde | 109765-52-8 | C9H9BrO4 | 261.072 |
| 顺式-2,4,5-三甲氧基-1-丙烯基苯 | beta-Asarone | 5273-86-9 | C12H16O3 | 208.257 |
| 细辛脑 | α-asarone | 2883-98-9 | C12H16O3 | 208.257 |
| 1,2,4-三甲氧基-5-丙烯基苯 | asarone | 494-40-6 | C12H16O3 | 208.257 |
| —— | 2,4,5-trimethoxybenzaldehyde oxime | 14894-76-9 | C10H13NO4 | 211.218 |
| 2-(2,4,5-三甲氧基苯基)乙胺 | 1-(2,4,5-trimethoxyphenyl)-2-aminoethane | 15394-83-9 | C11H17NO3 | 211.261 |
| —— | 2,4,5-trimethoxystilbene | 129047-45-6 | C17H18O3 | 270.328 |
| —— | 2,4,5,11-tetramethoxystilbene | 113866-39-0 | C18H20O4 | 300.354 |
| —— | 3,4,2',4',5'-pentamethoxy-trans-stilbene | 186446-30-0 | C19H22O5 | 330.381 |
| —— | (E)-2,4,4',5-tetramethoxystilbene | 129047-44-5 | C18H20O4 | 300.354 |
| 二叔丁基(4-甲酰基-6-甲氧基-1,3-亚苯基)二碳酸酯 | Tert-butyl [2-formyl-4-methoxy-5-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl] carbonate | 643746-52-5 | C18H24O8 | 368.384 |
| —— | 1,2-bis(2,4,5-trimethoxyphenyl)ethylene | 51451-19-5 | C20H24O6 | 360.407 |
| —— | α-asaronol | —— | C12H16O4 | 224.257 |
| (E)-3-(2,4,5-三甲氧基苯基)丙-2-烯-1-醇 | α-asaronol | 1392497-89-0 | C12H16O4 | 224.257 |
| 2,4,5-三甲氧基-苯亚甲基)-肼 | [1-(2,4,5-Trimethoxy-phenyl)-meth-(Z)-ylidene]-hydrazine | 14469-99-9 | C10H14N2O3 | 210.233 |
| —— | trans-4-(2′,4′,5′-trimethoxyphenyl)buta-1,3-diene | 68305-21-5 | C13H16O3 | 220.268 |
| 1,2,4-三甲氧基-5-丙-2-烯基苯 | 1-allyl-2,4,5-trimethoxybenzene | 5353-15-1 | C12H16O3 | 208.257 |
| —— | 2,4,5-trimethoxybenzeneacetonitrile | 38444-50-7 | C11H13NO3 | 207.229 |
| 3-(溴甲基)-1,2,4,5-四甲氧基苯 | 3-(bromomethyl)-1,2,4,5-tetramethoxybenzene | 86489-89-6 | C11H15BrO4 | 291.142 |
| 2-丙烯醛,3-(2,4,5-三甲氧苯基)- | trans 2,4,5-trimethoxy cinnamaldehyde | 99217-07-9 | C12H14O4 | 222.241 |
| —— | trans-4-(2′,4′,5′-trimethoxyphenyl)but-3-ene | 76252-27-2 | C13H18O3 | 222.284 |
| 2-丙烯醛,3-(2,4,5-三甲氧苯基)- | 2,4,5-trimethoxy cinnamaldehyde | 106128-88-5 | C12H14O4 | 222.241 |
| —— | bis(2,4,5-trimethoxyphenyl)methane | 30038-32-5 | C19H24O6 | 348.396 |
| —— | (E/Z)-1,2,3-Trimethoxy-5-(2,4,5-trimethoxystyryl)benzene | 134029-72-4 | C20H24O6 | 360.407 |
| —— | 1,2,4-trimethoxy-5-(2-methylprop-1-enyl)benzene | 77106-49-1 | C13H18O3 | 222.284 |
| —— | 1-(2,4,5-trimethoxyphenyl)-3-phenylpropynone | 878199-36-1 | C18H16O4 | 296.323 |
| —— | 1,2,4-trimethoxy-5-n-pentylbenzene | —— | C14H22O3 | 238.327 |
| —— | 1,2,3-Trimethoxy-5-[2-(2,4,5-trimethoxyphenyl)ethyl]benzene | 134029-80-4 | C20H26O6 | 362.423 |
| —— | 2,4,5-trimethoxycinnamic acid | 73490-49-0 | C12H14O5 | 238.24 |
| 2,4,5-三甲氧基肉桂酸 | 2,4,5-trimethoxycinnamic acid | 24160-53-0 | C12H14O5 | 238.24 |
| 2,4,5-三甲氧基-N-苯基苯甲酰胺 | 2,4,5-trimethoxy-N-phenylbenzamide | 50879-52-2 | C16H17NO4 | 287.315 |
| —— | 2,4,5-trimethoxybenzaldehyde dimethylhydrazone | 452294-53-0 | C12H18N2O3 | 238.287 |
| —— | 2,4,5-Trimethoxybenzaldehyd-azin | 452944-18-2 | C20H24N2O6 | 388.42 |
| 2-硝基-1-苯基丙烯 | 1-(2,4,5-trimethoxyphenyl)-2-nitroethene | 86255-45-0 | C11H13NO5 | 239.228 |
| —— | (E)-4-(2',4',5'-trimethoxyphenyl)but-3-en-2-one | 148775-26-2 | C13H16O4 | 236.268 |
| —— | 4-(2,4,5-trimethoxyphenyl)but-3-en-2-one | 14894-67-8 | C13H16O4 | 236.268 |
| —— | 2,4,5-trimethoxybenzylidene propanedinitrile | —— | C13H12N2O3 | 244.25 |
| —— | methyl 2,4,5-trimethoxycinnamate | 80749-75-3 | C13H16O5 | 252.267 |
| —— | methyl 2,4,5-trimethoxycinnamate | 352279-44-8 | C13H16O5 | 252.267 |
| —— | (2,4,5-Trimethoxy-phenyl)-essigsaeure | 4463-16-5 | C11H14O5 | 226.229 |
| 1-(2,4,5-三羟基苯基)乙酮 | 1-(2,4,5-trihydroxyphenyl)ethanone | 1818-27-5 | C8H8O4 | 168.149 |
| —— | 2,4,5-trimethoxybenzyl acetate | 120475-84-5 | C12H16O5 | 240.256 |
| 2,4,5-三甲氧基苯丙胺 | 2,4,5-trimethoxyamphetamine | 1083-09-6 | C12H19NO3 | 225.288 |
| —— | trans-2,4,5-trimethoxycinnamic acid ethyl ester | 14469-89-7 | C14H18O5 | 266.294 |
| —— | 2,4,5-trimethoxybenzaldehyde dimethylacetal | 709615-10-1 | C12H18O5 | 242.272 |
| —— | (1E,4E)-1,5-bis(2,4,5-trimethoxyphenyl)penta-1,4-dien-3-one | 39777-63-4 | C23H26O7 | 414.455 |
| —— | (1Z,4Z)-1,5-Bis-(2,4,5-trimethoxy-phenyl)-penta-1,4-dien-3-one | 14894-68-9 | C23H26O7 | 414.455 |
| —— | 2,4,6-trihydroxy-2',4',6'-trimethoxydeoxybenzoin | 72545-40-5 | C17H18O7 | 334.326 |
| —— | 2,4,5-trimethoxy-4'-methylthio-trans-stilbene | 1392711-96-4 | C18H20O3S | 316.421 |
| —— | (E)-1-(4-methoxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | 1003377-77-2 | C19H20O5 | 328.365 |
| —— | 1-(4-methoxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | 1256153-10-2 | C19H20O5 | 328.365 |
| —— | 2,4,5-trimethoxy-α-methylbenzenemethanol | 41317-93-5 | C11H16O4 | 212.246 |
| —— | (E)-1-(4-Hydroxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | —— | C18H18O5 | 314.338 |
| —— | (E)-1-phenyl-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | 1393480-79-9 | C18H18O4 | 298.339 |
| —— | 1-Phenyl-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | 903676-65-3 | C18H18O4 | 298.339 |
| —— | 2,3',4,4',5-pentamethoxychalcone | 69560-34-5 | C20H22O6 | 358.391 |
| —— | 2,3',4,4',5-pentamethoxychalcone | 88775-54-6 | C20H22O6 | 358.391 |
| —— | 2,4,5-trimethoxy-6-(2-propenyl)phenol | 359844-31-8 | C12H16O4 | 224.257 |
| —— | 2-(2,4,5-trimethoxybenzylidene)hydrazinecarbothioamide | —— | C11H15N3O3S | 269.324 |
| —— | (E)-1-(3-Methoxy,4-hydroxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | 1430207-39-8 | C19H20O6 | 344.364 |
| —— | 5,6,8-trimethoxy-4-(prop-2'-enyloxy)naphthalene-2-carbaldehyde | 828933-01-3 | C17H18O5 | 302.327 |
| —— | 2,4,5-trimethoxycinnamic acid propyl ester | —— | C15H20O5 | 280.321 |
| —— | (E)-1-(2-hydroxy-4-methoxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | —— | C19H20O6 | 344.364 |
| —— | (1E,4E)-1-(2,4,5-trimethoxyphenyl)-5-(3,4,5-trimethoxyphenyl)penta-1,4-dien-3-one | 1217503-50-8 | C23H26O7 | 414.455 |
| —— | 2',4'-dihydroxy-2,4,5-trimethoxychalcone | —— | C18H18O6 | 330.337 |
| —— | (2E)-1-(3',4',5'-trimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-2-propen-1-one | 41343-31-1 | C21H24O7 | 388.417 |
| —— | 1-(2-hydroxyphenyl)-3-(2′,4′,5′-trimethoxyphenyl)prop-2-en-1-one | —— | C18H18O5 | 314.338 |
| —— | (E)-1-(2-hydroxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | 219298-76-7 | C18H18O5 | 314.338 |
| —— | tris(2,4,5-trimethoxyphenyl)methane | 14470-07-6 | C28H34O9 | 514.573 |
| —— | (E)-4,4-Dimethyl-1-(2,4,5-trimethoxy-phenyl)-pent-1-en-3-ol | 58344-48-2 | C16H24O4 | 280.364 |
| —— | 4-methoxy-N-[(2,4,5-trimethoxyphenyl)methylideneamino]benzamide | —— | C18H20N2O5 | 344.367 |
| —— | 2,2',4,4',5,5'-hexamethoxychalcone | 14469-95-5 | C21H24O7 | 388.417 |
| —— | 1,3-bis(2',4',5'-trimethoxyphenyl)prop-2-en-1-one | 150988-34-4 | C21H24O7 | 388.417 |
| —— | (E)-1-(4-Methylphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | 1430207-34-3 | C19H20O4 | 312.365 |
| —— | (E)-1-(2,5-Dihydroxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one | 1430207-40-1 | C18H18O6 | 330.337 |