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190277-13-5 | Carbamic acid, N-[3-[2-(acetylamino)ethyl]-1H-indol-5-yl]-, methyl ester
CAS No: 190277-13-5 Catalog No: AG002EG1 MDL No:
Product Description
Catalog Number:
AG002EG1
Chemical Name:
Carbamic acid, N-[3-[2-(acetylamino)ethyl]-1H-indol-5-yl]-, methyl ester
CAS Number:
190277-13-5
Molecular Formula:
C14H17N3O3
Molecular Weight:
275.3031
IUPAC Name:
methyl N-[3-(2-acetamidoethyl)-1H-indol-5-yl]carbamate
InChI:
InChI=1S/C14H17N3O3/c1-9(18)15-6-5-10-8-16-13-4-3-11(7-12(10)13)17-14(19)20-2/h3-4,7-8,16H,5-6H2,1-2H3,(H,15,18)(H,17,19)
InChI Key:
MPZVHKLZCUEJFO-UHFFFAOYSA-N
SMILES:
COC(=O)Nc1ccc2c(c1)c(CCNC(=O)C)c[nH]2
Properties
Complexity:
362
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
275.127g/mol
Formal Charge:
0
Heavy Atom Count:
20
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
275.308g/mol
Monoisotopic Mass:
275.127g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
83.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.4
Literature
| Title | Journal |
|---|---|
| Involvement of carbonic anhydrases in the ocular hypotensive effect of melatonin analogue 5-MCA-NAT. | Journal of pineal research 20120401 |
| Regulation of ocular adrenoceptor genes expression by 5-MCA-NAT: implications for glaucoma treatment. | Pharmacogenetics and genomics 20110901 |
| Design of novel melatonin analogs for the reduction of intraocular pressure in normotensive rabbits. | The Journal of pharmacology and experimental therapeutics 20110601 |
| Design and synthesis of naphthalenic derivatives as new ligands at the melatonin binding site MT3. | European journal of medicinal chemistry 20110501 |
| The use of mucoadhesive polymers to enhance the hypotensive effect of a melatonin analogue, 5-MCA-NAT, in rabbit eyes. | Investigative ophthalmology & visual science 20110318 |
| Melatonin inhibits tachykinin NK₂ receptor-triggered 5-HT release from guinea pig isolated colonic mucosa. | British journal of pharmacology 20110301 |
| MT2 receptors mediate the inhibitory effects of melatonin on nitric oxide-induced relaxation of porcine isolated coronary arteries. | The Journal of pharmacology and experimental therapeutics 20110101 |
| Molecular and cellular pharmacological properties of 5-methoxycarbonylamino-N-acetyltryptamine (MCA-NAT): a nonspecific MT3 ligand. | Journal of pineal research 20100401 |
| An unexpected effect of 5-MCA-NAT in chick retinal development. | International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience 20091001 |
| 5-MCA-NAT does not act through NQO2 to reduce intraocular pressure in New-Zealand white rabbit. | Journal of pineal research 20090901 |
| Ophthalmic formulations of the intraocular hypotensive melatonin agent 5-MCA-NAT. | Experimental eye research 20090301 |
| A novel quantitative structure-activity relationship method to predict the affinities of MT3 melatonin binding site. | European journal of medicinal chemistry 20081201 |
| Design and synthesis of benzofuranic derivatives as new ligands at the melatonin-binding site MT3. | Bioorganic & medicinal chemistry 20080501 |
| Requirement of intact sympathetic transmission for the ocular hypotensive effects of melatonin and 5-MCA-NAT. | Autonomic neuroscience : basic & clinical 20071230 |
| Cellular mechanisms involved in the melatonin inhibition of HT-29 human colon cancer cell proliferation in culture. | Journal of pineal research 20070901 |
| Mechanisms of N-methyl-D-aspartate receptor inhibition by melatonin in the rat striatum. | Journal of neuroendocrinology 20041101 |
| Effect of 5-MCA-NAT, a putative melatonin MT3 receptor agonist, on intraocular pressure in glaucomatous monkey eyes. | Journal of glaucoma 20041001 |
| Melatonin inhibits nitrate tolerance in isolated coronary arteries. | British journal of pharmacology 20030801 |
| Ocular hypotensive effects of melatonin receptor agonists in the rabbit: further evidence for an MT3 receptor. | British journal of pharmacology 20030301 |
| Melatonin receptors in rat hippocampus: molecular and functional investigations. | Hippocampus 20020101 |
| Melatonin and N-acetylserotonin inhibit leukocyte rolling and adhesion to rat microcirculation. | European journal of pharmacology 20011102 |
| Expression and functional characterization of the mt1 melatonin receptor from rat brain in Xenopus oocytes: evidence for coupling to the phosphoinositol pathway. | Journal of pineal research 20010401 |
| Involvement of melatonin MT(3) receptors in the regulation of intraocular pressure in rabbits. | European journal of pharmacology 20010330 |
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