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M1390

3,3′-Methylene-bis(4-hydroxycoumarin)

Synonym(s):

Bishydroxycoumarin, Dicoumarol, Dicumarol

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5 g

Available to ship TODAYfromMILWAUKEE

$62.60

About This Item

Empirical Formula (Hill Notation):
C19H12O6
CAS Number:
66-76-2
Molecular Weight:
336.29
NACRES:
NA.47
PubChem Substance ID:
24896643
UNSPSC Code:
12352103
EC Number:
200-632-9
MDL number:
MFCD00006857

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biological source

synthetic (organic)

Quality Segment

100

assay

≥98% (TLC)

form

powder

mp

290-292 °C (lit.)

solubility

pyridine: 50 mg/mL, clear, faintly yellow to brownish-yellow

SMILES string

OC1=C(CC2=C(O)c3ccccc3OC2=O)C(=O)Oc4ccccc14

InChI

1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2

InChI key

DOBMPNYZJYQDGZ-UHFFFAOYSA-N

Gene Information

human ... CYP2C9(1559), VKORC1(79001)

Biochem/physiol Actions

Prototype of the 4-hydroxycoumarin class of anticoagulants, which act as vitamin K antagonists, preventing formation of prothrombin. There are many reports that dicumarol also inhibits NADPH:quinone oxidoreductase (NQO(1)). In one, it inhibited NQO(1) in a pancreatic cancer cell line, causing increased formation of superoxide and inhibiting cell growth.

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This Item
B2515A8003S0758
3,3′-Methylene-bis(4-hydroxycoumarin)

Sigma-Aldrich

M1390

3,3′-Methylene-bis(4-hydroxycoumarin)

L-Buthionine-sulfoximine ≥97% (TLC)

Sigma-Aldrich

B2515

L-Buthionine-sulfoximine

Allopurinol xanthine oxidase inhibitor

Sigma-Aldrich

A8003

Allopurinol

Sulfaphenazole ≥98%

Sigma-Aldrich

S0758

Sulfaphenazole

assay

≥98% (TLC)

assay

≥97% (TLC)

assay

≥99% (TLC)

assay

≥98%

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

-

Gene Information

human ... CYP2C9(1559), VKORC1(79001)

Gene Information

human ... GCLC(2729), GCLM(2730)

Gene Information

human ... XDH(7498)

Gene Information

human ... CYP2C18(1562), CYP2C19(1557), CYP2C9(1559)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

form

powder

form

powder

form

powder

form

powder

solubility

pyridine: 50 mg/mL, clear, faintly yellow to brownish-yellow

solubility

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

1 M NaOH: soluble 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

solubility

ethanol: 25 mg/mL, clear, colorless to yellow

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2 - STOT RE 1 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR2107
MKCQ4709
MKCN6260
MKCL6230
MKCH6411

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Global Trade Item Number

SKUGTIN
M1390-25G04061834038276
M1390-5G04061834038290

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