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Merck
CN

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

Key Documents

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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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
064K4620

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Dinis O Abranches et al.
The journal of physical chemistry. B, 124(20), 4174-4184 (2020-04-24)
The criterion to distinguish a simple eutectic mixture from a deep eutectic solvent (DES) lies in the deviations to thermodynamic ideality presented by the components in the system. In this work, the current knowledge of the molecular interactions in types
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
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
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
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
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