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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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L Groban et al.
Clinical and experimental pharmacology & physiology, 25(6), 417-423 (1998-07-23)
1. The aim of the present investigation was to evaluate the effect of cloricromene on myocardial infarct size, regional myocardial blood flow and neutrophil accumulation in a canine model of ischaemia-reperfusion. 2. Dogs were instrumented to measure blood pressure, left
D A Zvara et al.
Anesthesia and analgesia, 84(2), 266-270 (1997-02-01)
Cloricromene is a coumarin derivative without anticoagulant activities that has recently been found to decrease myocardial infarct size after an ischemic-reperfusion injury. This study seeks to determine when the cardioprotective action of cloricromene is exerted in an in vivo rabbit
F Squadrito et al.
British journal of pharmacology, 113(4), 1153-1158 (1994-12-01)
1. Splanchnic artery occlusion (SAO) shock is characterized by irreversible circulatory failure. Tumour necrosis factor (TNF-alpha) may affect the L-arginine/nitric oxide (NO) pathway, thus contributing to the cardiovascular derangements of circulatory shock. 2. We investigated the contribution of both TNF-alpha
R Pignatello et al.
The Journal of pharmacy and pharmacology, 58(7), 1001-1005 (2006-06-30)
The pharmacokinetics of a lipophilic alkylamino acid (LAA) prodrug of cloricromene (AD6), name CLOR-C4, was studied in rat plasma and brain. In particular, we observed that the intraperitoneal administration of CLOR-C4 to rats was able to provide a slight but
Claudio Bucolo et al.
Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics, 23(3), 257-263 (2007-06-27)
The aim of this study was to evaluate the retina and plasma distribution of cloricromene, a coumarin derivative, and its active metabolite (MET) after an oral administration in rabbits and rats. A single dose of cloricromene was orally administered to
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