4-Methyldaphnetin

Modify Date: 2025-09-06 06:34:13

4-Methyldaphnetin structure	Common Name	4-Methyldaphnetin
	CAS Number	2107-77-9	Molecular Weight	192.168
	Density	1.5±0.1 g/cm3	Boiling Point	421.5±45.0 °C at 760 mmHg
	Molecular Formula	C₁₀H₈O₄	Melting Point	242-246 °C(lit.)
	MSDS	N/A	Flash Point	176.0±22.2 °C

Use of 4-Methyldaphnetin

4-Methyldaphnetin is a precursor in the synthesis of derivatives of 4-methyl coumarin. 4-Methyldaphnetin has potent, selective anti-proliferative and apoptosis-inducing effects on several cancer cell lines. 4-Methyldaphnetin possesses radical scavenging property and strongly inhibits membrane lipid peroxidation[1][2][3].

Name	7,8-dihydroxy-4-methylchromen-2-one
Synonym	More Synonyms

Description	4-Methyldaphnetin is a precursor in the synthesis of derivatives of 4-methyl coumarin. 4-Methyldaphnetin has potent, selective anti-proliferative and apoptosis-inducing effects on several cancer cell lines. 4-Methyldaphnetin possesses radical scavenging property and strongly inhibits membrane lipid peroxidation[1][2][3].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer
References	[1]. Vázquez R, et al. Pharmacodynamic study of the 7,8-dihydroxy-4-methylcoumarin-induced selective cytotoxicity toward U-937 leukemic cells versus mature monocytes: cytoplasmic p21(Cip1/WAF1) as resistance factor. Biochem Pharmacol. 2013 Jul 15;86(2):210-21. [2]. Jin X, et al. 7,8-Dihydroxy-4-methylcoumarin provides neuroprotection by increasing hippocalcin expression. Neurotox Res. 2015 Apr;27(3):268-74. [3]. Raj HG, et al. Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 5: Pulse radiolysis studies on the antioxidant action of 7,8-diacetoxy-4-methylcoumarin. Bioorg Med Chem. 1999 Sep;7(9):2091-4.

Description

Related Catalog

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

References

[1]. Vázquez R, et al. Pharmacodynamic study of the 7,8-dihydroxy-4-methylcoumarin-induced selective cytotoxicity toward U-937 leukemic cells versus mature monocytes: cytoplasmic p21(Cip1/WAF1) as resistance factor. Biochem Pharmacol. 2013 Jul 15;86(2):210-21.

[2]. Jin X, et al. 7,8-Dihydroxy-4-methylcoumarin provides neuroprotection by increasing hippocalcin expression. Neurotox Res. 2015 Apr;27(3):268-74.

[3]. Raj HG, et al. Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 5: Pulse radiolysis studies on the antioxidant action of 7,8-diacetoxy-4-methylcoumarin. Bioorg Med Chem. 1999 Sep;7(9):2091-4.

Density	1.5±0.1 g/cm3
Boiling Point	421.5±45.0 °C at 760 mmHg
Melting Point	242-246 °C(lit.)
Molecular Formula	C₁₀H₈O₄
Molecular Weight	192.168
Flash Point	176.0±22.2 °C
Exact Mass	192.042252
PSA	70.67000
LogP	1.95
Vapour Pressure	0.0±1.0 mmHg at 25°C
Index of Refraction	1.652
InChIKey	NWQBYMPNIJXFNQ-UHFFFAOYSA-N
SMILES	Cc1cc(=O)oc2c(O)c(O)ccc12
Storage condition	2-8°C

4-Methyldaphnetin MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GN6385000

CHEMICAL NAME :: Coumarin, 7,8-dihydroxy-4-methyl-

CAS REGISTRY NUMBER :: 2107-77-9

BEILSTEIN REFERENCE NO. :: 0177613

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C10-H8-O4

MOLECULAR WEIGHT :: 192.18

WISWESSER LINE NOTATION :: T66 BOVJ E1 IQ JQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 180 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#04864

Hazard Codes	Xi: Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S26-S36/37
WGK Germany	3
RTECS	GN6385000
HS Code	2932209090

Precursor 10
CAS#:141-97-9 Ethyl acetoacetate CAS#:87-66-1 Pyrogallol CAS#:105-45-3 Methyl acetoacetate CAS#:120-80-9 1,2-Benzenediol
CAS#:4525-25-1 methyl (Z)-3-hy... CAS#:75-77-4 Chlorotrimethyl... CAS#:64-19-7 acetic acid CAS#:68454-15-9 (8-acetyloxy-4-...
CAS#:674-82-8 Diketene CAS#:14003-96-4 4μ8C
DownStream 4
CAS#:68454-15-9 (8-acetyloxy-4-... CAS#:62113-97-7 4-methyl-7,8-bi... CAS#:54488-13-0 7-hydroxy-8-met... CAS#:404966-37-6 7,8-dimethoxy-2...

HS Code	2932209090
Summary	2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Name: Induction of apoptosis in human U937 cells assessed as increase of caspase-8 cleavage...
Source: ChEMBL
Target: U-937
External Id: CHEMBL2216514

Name: Induction of apoptosis in human U937 cells assessed as activation of caspase-3 at 250...
Source: ChEMBL
Target: U-937
External Id: CHEMBL2216515

Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN

Name: Induction of cell differentiation in human U937 cells assessed as increase of CD11b a...
Source: ChEMBL
Target: U-937
External Id: CHEMBL2216512

Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN

Name: Induction of apoptosis in human U937 cells assessed as activation of caspase-3 at 250...
Source: ChEMBL
Target: U-937
External Id: CHEMBL2216513

Name: Induction of apoptosis in human U937 cells assessed as active 11 kDa fragment of casp...
Source: ChEMBL
Target: U-937
External Id: CHEMBL2209386

Name: ERK5 transcriptional activity HTS
Source: 24565
Target: N/A
External Id: ERK5 transcriptional activity-HTS

Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN

Name: Induction of apoptosis in human U937 cells assessed as increase of caspase-9 cleavage...
Source: ChEMBL
Target: U-937
External Id: CHEMBL2216516

Total 158, Current Page 1 of 16

4-METHYLDAPHNETIN

7,8-dihydroxy-4-methyl-2H-1-benzopyran-2-one

7,8-Dihydroxy-4-methyl-2H-chromen-2-one

EINECS 218-290-4

7,8-dihydroxy-4-methyl-chromen-2-one

7,8-DIHYDROXY-4-METHYLCOUMARIN

4-methyl-7,8-dihydroxycoumarin

Coumarin,7,8-dihydroxy-4-methyl

MFCD00016972

7,8-dihydroxy-4-methyl-2H-2-chromenone

4-Methyldaphnetine

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