285641
N-(7-Dimethylamino-4-methyl-3-coumarinyl)maleimide
98%
Synonym(s):
DACM-3
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About This Item
Empirical Formula (Hill Notation):
C16H14N2O4
CAS Number:
Molecular Weight:
298.29
EC Number:
259-499-0
UNSPSC Code:
12352103
MDL number:
Beilstein/REAXYS Number:
1545346
InChI
1S/C16H14N2O4/c1-9-11-5-4-10(17(2)3)8-12(11)22-16(21)15(9)18-13(19)6-7-14(18)20/h4-8H,1-3H3
InChI key
ADEORFBTPGKHRP-UHFFFAOYSA-N
SMILES string
CN(C)c1ccc2C(C)=C(N3C(=O)C=CC3=O)C(=O)Oc2c1
assay
98%
mp
218-220 °C (lit.)
signalword
Warning
hcodes
pcodes
Hazard Classifications
Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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M Kanamori et al.
The Journal of dermatology, 17(9), 559-563 (1990-09-01)
A case of infantile digital fibromatosis was studied with regard to the distribution of -SH groups and SS linkages, using N-(7-dimethylamino-4-methyl-3-coumarinyl) maleimide (DACM) stain. Tumor cells showed a strong fluorescence in the cytoplasm from the -SH stain. A brilliant -SH
S Murase et al.
Biochemical and biophysical research communications, 195(3), 1159-1164 (1993-09-30)
Our previous studies suggested that in a tetrameric enzyme aspartase, Cys-140 and Trp-430 are located at or near the catalytic and activator sites, respectively. To estimate the distance between these two sites, fluorescence energy transfer between a single tryptophan (Trp-430)
M Ito et al.
Journal of cutaneous pathology, 18(4), 247-256 (1991-08-01)
To elucidate the morphogenesis of cornoid lamellae (CL) in porokeratosis, skin lesions of three cases of disseminated superficial actinic porokeratosis and a case of linear porokeratosis were examined. By N-(7-dimethylamino-4-methyl-3-coumarinyl)maleimide staining, SH groups were present in the living layer of
T Oba et al.
The American journal of physiology, 259(5 Pt 1), C709-C714 (1990-11-01)
To examine the molecular mechanism underlying contractile activation, we studied effects of a sulfhydryl reagent, N-(7-dimethylamino-4-methylcoumarinyl)maleimide (DACM), on twitch, Ag(+)-induced contraction, and K+ and caffeine contractures in single toe muscle fibers of frog. DACM suppressed twitch and Ag(+)-induced contraction, dose
T A Kennedy et al.
The Journal of biological chemistry, 269(44), 27357-27364 (1994-11-04)
The importance of cysteine residues in the cyclooxygenase activity of prostaglandin endoperoxide synthase (PGHS) was investigated using cysteine-specific reagents and site-directed mutagenesis. N-(7-Dimethyl-amino-4-methyl-3-coumarinyl)maleimide (DACM), a hydrophobic maleimide, inactivated both cyclooxygenase and peroxidase activities of apoPGHS in a time-dependent manner but
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