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羟甲香豆素 | 90-33-5

羟甲香豆素
4-Methylumbelliferone
90-33-5
C10H8O3
176.168723106384
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:羟甲香豆素结构式
5280567
羟甲香豆素价格
简介
羟甲香豆素为白色至类白色的结晶性粉末;无臭,无味。
名称和标识符
MDL MFCD00006866
InChIKey HSHNITRMYYLLCV-UHFFFAOYSA-N
Inchi 1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3
SMILES O=C1C=C(C)C2C(=CC(=CC=2)O)O1
BRN 142217
别名信息
- 中文别名 -
  • 羟甲香豆素
  • 胆通
  • 羟甲基香豆素
  • 4-甲基7-羟基香豆素
  • 7-羟基-4-甲基香豆素
  • 4-甲基伞形酮
  • 4-甲基伞形酮(羟甲香豆素)
  • 4-Methylumbelliferone 4-甲基伞形酮
  • 4-甲基-7-羟基香豆素
  • 4-甲基伞形花内酯
  • 4-甲基伞形酮 标准品
  • 4-甲基伞形酮(4-MU)
  • 4-甲基伞形酮(4-MU),BR
  • 4-甲基伞形酮(羟甲香豆素) 4-Methylumbelliferone
  • zzstandard 品牌 4-甲基伞形酮对照品
  • 羟基香豆素 标准品
  • 羟甲香豆素 EP标准品
  • 羟甲香豆素(胆通)
  • 伞形花内酯
  • 7-羟基-4-甲基2H-1-苯并吡喃-2-酮
  • 甲基伞形酮
  • 羟甲香豆素 胆通
  • 羟甲香豆素,7-羟基-4-甲基香豆素
  • β-甲基伞形酮
  • 4-MU 7-羟基-4-甲基香豆素
- 英文别名 -
  • 7-Hydroxy-4-methylcoumarin
  • 7-Hydroxy-4-methylcoumarin~Hymecromone~4-MU
  • Hymecromone
  • 4-Methylumbelliferone
  • Coumarin 4
  • 4-Methyl-7-hydroxycoumarin
  • 4-MU
  • 7-hydroxy-4-methyl-2,h-1-benzo-pyran-2-one
  • 7-hydroxy-4-methyl-2-oxo-3-chromene
  • 7-hydroxy-4-methylbenzpyrone
  • bilcolic
  • bilicante
  • beta-methylumbelliferone
  • cantabilin
  • eurogae
  • imechromone
  • medilla
  • Hymecromone(7-Hydroxy-4-methylcoumarin)
  • 2H-1-Benzopyran-2-one,7-hydroxy-4-methyl-
  • 4-Methylumbelliferon
  • 7-Hydroxy-4-methyl-1.2-benzopyrone
  • 7-Hydroxy-4-methyl-2H-chromen-2-one
  • METHYLUMBELLIFERONE, 4-(RG)
  • METHYLUMBELLIFERONE, 4-(RG) PrintBack
  • 7-hydroxy-4-methyl-chromen-2-one
  • 7-hydroxy-4-methyl-coumarin
  • BMU
  • CantabbY
  • Crodimon
  • Eurogale
  • Himecol
  • LM 94
  • β-Methylumbelliferone
  • [ "7-Hydroxy-4-methylcoumarin" ]
  • Imecromone
  • Mendiaxon
  • Cholestil
  • Cholonerton
  • Cantabiline
  • Hymecromon
  • Cumarote-C
  • Omega 127
  • Pilot 447
  • Resocyanine
  • 2H-1-Benzopyran-2-one, 7-hydroxy-4-methyl-
  • Hymecromonum
  • Himecromona
  • 7-Hydroxy-4-methyl-2H-1-benzopyran-2-one
  • 7-Hydroxy-4-m
  • beta-Methylumbelliferone
  • 7-Hydroxy-4-methyl-2H-1-benzopyran-2-one (ACI)
  • Coumarin, 7-hydroxy-4-methyl- (8CI)
  • Umbelliferone, 4-methyl- (6CI)
  • 4-Methyl-2-oxo-2H-chromen-7-ol
  • 7-Hydroxy-4-methyl-2-chromenone
  • 7-Hydroxy-4-methyl-2-oxo-3-chromene
  • 7-Hydroxy-4-methyl-2H-chomen-2-one
  • 7-Hydroxy-4-methyl-2H-chromen-2-on
  • 7-Hydroxy-4-methylbenzopyran-2-one
  • 7-Hydroxyl-4-methylcoumarine
  • Bilcolic
  • Bilicante
  • Biliton H
  • Cantabilin
  • Cholspasmin
  • Coumarin 456
  • Cumarote C
  • Medilla
  • NSC 19026
  • NSC 9408
  • Odeston
  • 4-HYDROXYNAPHTHALEN-1-YLMETHYLAMINE
  • HMS1570F04
  • 2H-1-Benzopyran, 7-hydroxy-4-methyl-2-oxo-
  • NCGC00016345-05
  • 79566-13-5
  • NCGC00016345-09
  • 7-hydroxy-4-methylchromen-2-one
  • WLN: T66 BOVJ E1 IQ
  • Tox21_110385_1
  • Prestwick0_000901
  • 7-hydroxy-4-methyl coumarin
  • 4-Methyl-7-hydroxyl Coumarin
  • BCP06770
  • 4-Methyl-7-hydroxy-coumarin
  • Q904431
  • AC-22306
  • Pharmakon1600-01506174
  • NCGC00016345-08
  • 3T5NG4Q468
  • HYMECROMONE [USAN]
  • MFCD00006866
  • Hymecromone (JP17/USAN/INN)
  • 7-Hydroxy-4-methyl-2-oxo-2H-1-benzopyran
  • D70647
  • 4-Methylumbelliferon [Czech]
  • NCGC00169880-02
  • 4 Methylumbelliferone
  • F0849-0318
  • Prestwick3_000901
  • D00170
  • BSPBio_000742
  • HYMECROMONE [EP MONOGRAPH]
  • AB00443536_08
  • DB07118
  • NSC760397
  • MEGxp0_001898
  • BRD-K46424862-001-02-6
  • Umbelliferone, 4-methyl-
  • HMS3655L16
  • cid_5280567
  • NCGC00257522-01
  • Prestwick2_000901
  • BRD-K46424862-001-04-2
  • BRN 0142217
  • DTXSID8025670
  • HY-N0187
  • EINECS 201-986-7
  • BPBio1_000818
  • NCGC00016345-04
  • Hymecromohe,(S)
  • AS-13247
  • 4MU
  • 2H-1-Benzopyren-2-one, 7-hydroxy-4-methyl-
  • 2-Hydroxy-4-methyl-7H-chromen-7-one
  • Hymechrome
  • Prestwick1_000901
  • SR-01000637483-3
  • FT-0658701
  • 4-methylumbelliferone
  • M-5410
  • HYMECROMONE [INN]
  • HMS3264E04
  • A-Methylumbelliferone
  • 90-33-5
  • NSC19026
  • SY017941
  • F1918-0038
  • Coumarin derivative, 3b
  • .beta.-Methylumbelliferone
  • NSC-19026
  • AI3-08085
  • SR-01000637483-1
  • Tox21_300915
  • NCGC00016345-01
  • HYMECROMONE [JAN]
  • AB00443536
  • HMS2267L19
  • Imecromone [DCIT]
  • EN300-16753
  • SW197287-3
  • NCGC00169880-01
  • 7-HYDROXY-4-METHYLCOUMARIN
  • 7-hydroxy-4-methyl coumarine
  • s2256
  • ACon1_002401
  • ZZ1
  • MLS001074671
  • FT-0660634
  • HYMECROMONE [WHO-DD]
  • UNII-3T5NG4Q468
  • CHEBI:17224
  • DTXCID805670
  • M0453
  • BDBM50022178
  • Maybridge1_002078
  • C03081
  • CCRIS 5926
  • Methylumbelliferone, .beta.
  • Z56763041
  • NSC-9408
  • 1569304-40-0
  • SMR000471886
  • SR-01000637483
  • Tox21_110385
  • 7-hydroxy-4-methyl-2-coumarin
  • CS-7560
  • Hymecromone [USAN:INN:BAN:JAN]
  • METHYLUMBELLIFERONE, BETA
  • CCG-47894
  • CHEMBL12208
  • NSC9408
  • 4-Methyl-umbelliferone
  • 7-Hydroxy-4-methyl-2H-2-chromenone
  • AM85958
  • HYMECROMONE [MI]
  • AKOS000119370
  • 4-Methylumbelliferone, >=98%
  • MLS004491718
  • 7H-1-Benzopyran-7-one, 2-hydroxy-4-methyl-
  • SCHEMBL24150
  • 7-Hydroxy-4-methyl-2H-chromen-2-one #
  • 4-methyl-7-hydroxy-cumarin
  • 4-methyl umbelliferone
  • NSC-760397
  • HMS3714F04
  • 7-hydroxy-4-methyl-coumari
  • A843515
  • Hymecromonum [INN-Latin]
  • 5-18-01-00439 (Beilstein Handbook Reference)
  • LM-94
  • HYMECROMONE [MART.]
  • HMS2097F04
  • HMS547G10
  • 4-Methylumbelliferone (4-MU)
  • NS00010646
  • SPBio_002941
  • CAS-90-33-5
  • Cantabiline (TN)
  • Himecromona [INN-Spanish]
  • Coumarin, 7-hydroxy-4-methyl-
  • NCGC00016345-02
  • NCGC00016345-03
  • NCI60_042099
  • FT-0602257
  • MLSMR
物化性质
实验特性
LogP 1.80700
PSA 50.44000
Merck 4854
折射率 1.5036 (estimate)
水溶性 微溶
沸点 267.77°C (rough estimate)
熔点 188.0 to 192.0 deg-C
闪点 174.5 °C
溶解度 Solubility Practically insoluble in water; slightly soluble in ethanol, ether,chloroform; soluble inmethanol
颜色与性状 Powder
稳定性 Stable. Combustible. Incompatible with strong oxidizing agents.
溶解性 溶于乙醇、乙酸、碱溶液和氨,微溶于热水、乙醚和氯仿。
酸度系数(pKa) 7.79(at 25℃)
最大波长(λmax) 221nm, 251nm, 322nm
酸碱指示剂变色ph值范围 Green 1 uorescent (0.0) to weak blue 1 uorescent (2.0);Weak blue 1 uorescent (6.5) blue 1 uorescent (8.0)
密度 1.1958 (rough estimate)
计算特性
精确分子量 176.04700
氢键供体数量 1
氢键受体数量 3
可旋转化学键数量 0
同位素质量 176.047
重原子数量 13
复杂度 257
同位素原子数量 0
确定原子立构中心数量 0
不确定原子立构中心数量 0
确定化学键立构中心数量 0
不确定化学键立构中心数量 0
共价键单元数量 1
疏水参数计算参考值(XlogP) 1.9
互变异构体数量 9
表面电荷 0
拓扑分子极性表面积 46.5
分子量 176.17
国际标准相关数据
EINECS 9408
合成路线

合成路线:1 步

反应条件:
参考文献:
Synthesis and antioxidant activity of selected 4-methylcoumarins
Cavar, Sanja; Kovac, Franci; Maksimovic, Milka, Food Chemistry, 2009, 117(1), 135-142

合成路线:1 步

反应条件:
参考文献:
4-Methylcoumarins with cytotoxic activity against T24 and RT4 human bladder cancer cell lines
Vianna, D. R.; Ruschel, L.; Dietrich, F.; Figueiro, F.; Morrone, F. B.; et al, MedChemComm, 2015, 6(5), 905-911

合成路线:1 步

反应条件:
参考文献:
Biotransformations of 4-methylumbelliferone derivatives - fungal mediated O-dealkylations
Kumar, K. Anil; Kumar, B. S. Vijay; Laxminarayana, B.; Ananthanarayanan, S., Studies in Surface Science and Catalysis, 1998, 113, 541-546

合成路线:1 步

反应条件:
参考文献:
Cholinium ionic liquids as cheap and reusable catalysts for the synthesis of coumarins via Pechmann reaction under solvent-free conditions
Zhang, Yuehua; Zhu, Anlian; Li, Qianqian; Li, Lingjun; Zhao, Yang; et al, RSC Advances, 2014, 4(44), 22946-22950

合成路线:1 步

反应条件:
参考文献:
Clean and efficient synthesis of coumarins over modified metal oxides via Pechmann reaction
D'Souza, Joyce; Nagaraju, N., Indian Journal of Chemical Technology, 2008, 15(3), 244-251

合成路线:1 步

反应条件:
参考文献:
Novel thiocoumarins as inhibitors of TNF-α induced ICAM-1 expression on human umbilical vein endothelial cells (HUVECs) and microsomal lipid peroxidation
Kumar, Sarvesh; Singh, Brajendra K.; Kalra, Neerja; Kumar, Vineet; Kumar, Ajit; et al, Bioorganic & Medicinal Chemistry, 2005, 13(5), 1605-1613

合成路线:1 步

反应条件:
参考文献:
Competent, selective and high yield of 7-hydroxy-4-methyl coumarin over sulfonated mesoporous silica as solid acid catalysts
Khder, Abd El Rahman S.; Ahmed, Saleh A.; Khairou, Khalid S.; Altass, Hatem M., Journal of Porous Materials, 2018, 25(1), 1-13

合成路线:1 步

反应条件:
参考文献:
FeCl3-catalysed ultrasonic-assisted, solvent-free synthesis of 4-substituted coumarins. A useful complement to the Pechmann reaction
Prousis, Kyriakos C.; Avlonitis, Nicolaos; Heropoulos, Georgios A.; Calogeropoulou, Theodora, Ultrasonics Sonochemistry, 2014, 21(3), 937-942

合成路线:1 步

反应条件:
参考文献:
Pechmann reaction promoted by boron trifluoride dihydrate
Stoyanov, Edmont V.; Mezger, Jochen, Molecules, 2005, 10(7), 762-766

合成路线:1 步

反应条件:
参考文献:
Synthesis and antimicrobial activity of 7-[(5-(mercapto)-1,3,4-oxadiazol-2-yl)methoxy]-4-methyl-2H-chromen-2-ones
Jadhav, Rahul P.; Patil, Sachin V.; Gosavi, Shraddha S.; Mhaske, Pravin C.; Raundal, Hemant N.; et al, Indian Journal of Heterocyclic Chemistry, 2010, 20(1), 25-28

合成路线:1 步

反应条件:
参考文献:
Microwave assisted, fly ash catalyzed synthesis of coumarin derivatives: green approach
Hebade, Madhav J.; Shimpi, Ravindra P.; Chavan, Omprakash S., Pharma Chemica, 2022, 14(2), 27-30

合成路线:1 步

反应条件:
参考文献:
Solvent-free synthesis of 4-substituted coumarins catalyzed by novel Bronsted acidic ionic liquids with perchlorate anion: a convenient and practical complementary method for pechmann condensation
Taib, Layla Ahmed; Keshavarz, Mosadegh; Parhami, Abolfath, Reaction Kinetics, 2021, 133(1), 383-403

合成路线:1 步

反应条件:
参考文献:
Chromenone and quinolinone derivatives as potent antioxidant agents
Vats, Praveen; Hadjimitova, Vera; Yoncheva, Krassimira; Kathuria, Abha; Sharma, Antara; et al, Medicinal Chemistry Research, 2014, 23(11), 4907-4914

合成路线:1 步

反应条件:
参考文献:
Establishing a Flow Process to Coumarin-8-Carbaldehydes as Important Synthetic Scaffolds
Zak, Jaroslav; Ron, David; Riva, Elena; Harding, Heather P.; Cross, Benedict C. S.; et al, Chemistry - A European Journal, 2012, 18(32), 9901-9910

合成路线:1 步

反应条件:
参考文献:
PTSA catalyzed clean and efficient synthesis of 7-hydroxy-4-methylcoumarin under microwave irradiation
Mogilaiah, K.; Reddy, N. Vasudeva; Prashanthi, M.; Reddy, G. Randheer; Reddy, Ch. Srinivas, Indian Journal of Heterocyclic Chemistry, 2002, 11(4), 343-344

合成路线:1 步

反应条件:
参考文献:
Functionalizing HY zeolite with sulfonic acid, a micro-meso structure reusable catalyst for organic transformations
Zendehdel, Mojgan ; Tavakoli, Fatemeh, Journal of the Iranian Chemical Society, 2022, 19(4), 1095-1107

合成路线:1 步

反应条件:
参考文献:
Easy access to coumarin derivatives using alumina sulfuric acid as an efficient and reusable catalyst under solvent-free conditions
Amoozadeh, Ali; Ahmadzadeh, Majid; Kolvari, Eskandar, Journal of Chemistry, 2013, 767825,

合成路线:1 步

反应条件:
参考文献:
Silica-supported methanesulfonic acid - An efficient solid Bronsted acid catalyst for the Pechmann reaction in the presence of higher n-alkanes
Joshi, J.; Mishra, M. K.; Srinivasarao, M., Canadian Journal of Chemistry, 2011, 89(6), 663-670

合成路线:1 步

反应条件:
参考文献:
Microwave-assisted solvent free synthesis of hydroxy derivatives of 4-methyl coumarin using nano-crystalline sulfated-zirconia catalyst
Tyagi, Beena; Mishra, Manish K.; Jasra, Raksh V., Journal of Molecular Catalysis A: Chemical, 2008, 286(1-2), 41-46
专业数据库参考
PubChemId 5280567
参考资料
Reaxys RN 142217
Beilstein 142217
产品用途
该品为利胆药,又是抗过敏药色甘酸钠的中间体。
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