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C4615

Sigma-Aldrich

Cloricromene

≥98% (HPLC), solid

Synonym(s):

8-Chloro-3-(2-diethylaminoethyl)-7-ethoxycarbonylmethoxy-4-methylcoumarin hydrochloride, AD6

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About This Item

Empirical Formula (Hill Notation):
C20H26ClNO5 · HCl
CAS Number:
74697-28-2
Molecular Weight:
432.34
MDL number:
MFCD06409251
UNSPSC Code:
12352200
PubChem Substance ID:
24892703
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

white

mp

221-222.3 °C

solubility

DMSO: 17 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

Cl[H].CCOC(=O)COc1ccc2C(C)=C(CCN(CC)CC)C(=O)Oc2c1Cl

InChI

1S/C20H26ClNO5.ClH/c1-5-22(6-2)11-10-15-13(4)14-8-9-16(26-12-17(23)25-7-3)18(21)19(14)27-20(15)24;/h8-9H,5-7,10-12H2,1-4H3;1H

InChI key

CCCZJRFQJNGCCU-UHFFFAOYSA-N

Biochem/physiol Actions

Antithrombotic coumarin derivative that inhibits platelet and leukocyte function and suppresses arachidonic acid liberation by interfering with PLA2 activation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
064K4620

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E Ribaldi et al.
British journal of pharmacology, 118(6), 1351-1358 (1996-07-01)
1. A phospholipase A2 (PLA2) represents the key enzyme in the remodelling pathway of platelet-activating factor (PAF) synthesis in human polymorphonuclear (PMN) leucocytes. 2. PLA2 activation is also the rate-limiting step for the release of the arachidonic acid utilized for
D Altavilla et al.
The American journal of physiology, 268(4 Pt 2), H1412-H1417 (1995-04-01)
Splanchnic arteries were clamped for 45 min to induce splanchnic artery occlusion (SAO) shock in anesthetized rats. Sham-operated animals were used as controls. Survival time, serum tumor necrosis factor-alpha (TNF-alpha), white blood cell (WBC) count, mean arterial blood pressure, myeloperoxidase
Rosario Pignatello et al.
AAPS PharmSciTech, 7(1), E27-E27 (2006-04-06)
The purpose of this study was to improve the stability of cloricromene (AD6) in ophthalmic formulations and its drug availability at the ocular level. To this end, AD6-loaded polymeric nanoparticle suspensions were made using inert polymer resins (Eudragit RS100 and
A Ianaro et al.
Naunyn-Schmiedeberg's archives of pharmacology, 370(2), 140-145 (2004-08-24)
In this study we investigated, for the first time in vivo, the effect of cloricromene, a cumarine derivative, on NF-kappaB activation in endotoxin-treated rats. Endotoxemia was induced in male rats by the intravenous injection of Salmonella typhosa lipopolysaccharide (LPS; 2
G Calapai et al.
Naunyn-Schmiedeberg's archives of pharmacology, 351(2), 209-215 (1995-02-01)
The effects of different doses (0.25, 0.5, 1 and 2 mg/kg i.p.) of cloricromene, a coumarine derivative, have been investigated on brain malondialdehyde levels, brain edema, myeloperoxidase activity, survival, locomotor hyperactivity and hippocampal neuronal loss following transient cerebral ischemia induced
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