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I5531

Sigma-Aldrich

IIK7

solid

Synonym(s):

N-Butanoyl 2-(9-methoxy-6H-iso­indolo[2,1-a]indol-11-yl)­ethan­amine

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O2
Molecular Weight:
348.44
MDL number:
MFCD03787973
UNSPSC Code:
12352200
PubChem Substance ID:
24278492

form

solid

color

white

solubility

DMSO: soluble 30 mg/mL

storage temp.

−20°C

SMILES string

CCCC(=O)NCCc1c2-c3ccccc3Cn2c4ccc(OC)cc14

InChI

1S/C22H24N2O2/c1-3-6-21(25)23-12-11-18-19-13-16(26-2)9-10-20(19)24-14-15-7-4-5-8-17(15)22(18)24/h4-5,7-10,13H,3,6,11-12,14H2,1-2H3,(H,23,25)

InChI key

RQYIUGOJQFWLAZ-UHFFFAOYSA-N

Gene Information

human ... MTNR1A(4543) , MTNR1B(4544)

Biochem/physiol Actions

Melatonin receptor agonist

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
111K4702

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Francisco Javier Navarro Gil et al.
The Journal of pharmacology and experimental therapeutics, 371(1), 186-190 (2019-08-03)
Melatonin has been shown to enhance tear secretion associated with dinucleotide diadenosine tetraphosphate. This study investigated the isolated action of melatonin and its analogs, agomelatine, N-butanoyl-2-(2-methoxy-6H-isoindolo[2,1-a]indol-11-yl) ethanamine (IIK7), and 5-methoxycarbonylamino-N-cetyltryptamine (5-MCA-NAT) (10 µl at 100 µM), on tear secretion when
Irene Reyes-Resina et al.
Cells, 9(1) (2020-01-16)
Experiments in the late nineties showed an inverse relationship in the eye levels of melatonin and dopamine, thereby constituting an example of eye parameters that are prone to circadian variations. The underlying mechanisms are not known but these relevant molecules
Hanan Awad Alkozi et al.
British journal of pharmacology, 177(9), 2090-2105 (2020-01-05)
Often, glaucoma presents with elevated eye hydrostatic pressure, which is regulated by endogenous melatonin. Phenylephrine increases cytoplasmic [Ca2+ ], via α1 -adrenoceptor activation, that is detrimental in glaucoma. The aims of this study were (a) to elucidate the role of

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