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5-Methoxytryptamine

CAS No.:
608-07-1
Catalog Number:
AG003I03
Molecular Formula:
C11H14N2O
Molecular Weight:
190.2417
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
98%
In Stock USA
United States
$13
- +
5g
98%
In Stock USA
United States
$15
- +
25g
98%
In Stock USA
United States
$38
- +
100g
98%
In Stock USA
United States
$94
- +
500g
98%
In Stock USA
United States
$350
- +
Product Description
Catalog Number:
AG003I03
Chemical Name:
5-Methoxytryptamine
CAS Number:
608-07-1
Molecular Formula:
C11H14N2O
Molecular Weight:
190.2417
MDL Number:
MFCD00005662
IUPAC Name:
2-(5-methoxy-1H-indol-3-yl)ethanamine
InChI:
InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3
InChI Key:
JTEJPPKMYBDEMY-UHFFFAOYSA-N
SMILES:
NCCc1c[nH]c2c1cc(OC)cc2
EC Number:
210-153-7
UNII:
3VMW6141KC
NSC Number:
56422
Properties
Complexity:
186  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
190.111g/mol
Formal Charge:
0
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
190.246g/mol
Monoisotopic Mass:
190.111g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
51A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.5  
Literature
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Full substitution of the discriminative cue of a 5-HT(1A/1B/2C) agonist with the combined administration of a 5-HT(1B/2C) and a 5-HT(1A) agonist. Behavioural pharmacology 20020701
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Activity-dependent bidirectional regulation of GABA(A) receptor channels by the 5-HT(4) receptor-mediated signalling in rat prefrontal cortical pyramidal neurons. The Journal of physiology 20020501
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Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Generalized loss of inhibitory innervation reverses serotonergic inhibition into excitation in a rabbit model of TNBS-colitis. British journal of pharmacology 20020401
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Modulation by serotonin 5-HT(4) receptors of long-term potentiation and depotentiation in the dentate gyrus of freely moving rats. Cerebral cortex (New York, N.Y. : 1991) 20020201
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Differences in signal transduction of two 5-HT4 receptor splice variants: compound specificity and dual coupling with Galphas- and Galphai/o-proteins. Molecular pharmacology 20020101
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Functional modification of cytochrome c by peroxynitrite in an electron transfer reaction. Chemical & pharmaceutical bulletin 20011201
[Morphofunctional changes in the pineal gland during adaptation to hypothermia]. Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20011201
Examination of pineal indoles and 6-methoxy-2-benzoxazolinone for antioxidant and antimicrobial effects. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20011101
Guest-to-host proton transfer in melatonin-beta-cyclodextrin inclusion complex by ionspray, fast atom bombardment and tandem mass spectrometry. Journal of mass spectrometry : JMS 20011101
Effect of carrier excipient and processing on stability of indorenate hydrochloride/excipient mixtures. Pharmaceutical development and technology 20011101
Synthesis of valproic acid amides of a melatonin derivative, a piracetam and amantadine for biological tests. Neurochemical research 20011001
[Presynaptic 5-hydroxytryptamine receptors enhance cholinergic neurosecretion in the human iris-ciliary body]. [Zhonghua yan ke za zhi] Chinese journal of ophthalmology 20010901
Putative regulatory molecules in plants: evaluating melatonin. Journal of pineal research 20010801
The effects of acute melatonin and ethanol treatment on antioxidant enzyme activities in rat testes. Pharmacological research 20010801
[(3)H]-serotonin release from bovine iris-ciliary body: pharmacology of prejunctional serotonin (5-HT(7)) autoreceptors. Experimental eye research 20010701
The cloned human 5-HT7 receptor splice variants: a comparative characterization of their pharmacology, function and distribution. Naunyn-Schmiedeberg's archives of pharmacology 20010601
A 5-HT(7) receptor-mediated depolarization in the anterodorsal thalamus. I. Pharmacological characterization. The Journal of pharmacology and experimental therapeutics 20010401
Thrombopoietic properties of 5-methoxytryptamine plus melatonin versus melatonin alone in the treatment of cancer-related thrombocytopenia. Journal of pineal research 20010301
Discriminative stimulus properties of indorenate, a 5-HT1A, 5-HT1B and 5-HT2C agonist: a study in rats. Journal of psychopharmacology (Oxford, England) 20010301
Discriminative stimulus properties of indorenate in a conditioned taste aversion paradigm. Pharmacology, biochemistry, and behavior 20010301
Endogenous indoles as novel polyamine site ligands at the N-methyl-D-aspartate receptor complex. Brain research 20010202
5HT4(a) and 5-HT4(b) receptors have nearly identical pharmacology and are both expressed in human atrium and ventricle. Naunyn-Schmiedeberg's archives of pharmacology 20010201
Unravelling the pharmacological profile of the canine external carotid vasodilator '5-HT1-like' receptors: coexistence of sympatho-inhibitory 5-HT1B and postjunctional 5-HT7 receptors. Naunyn-Schmiedeberg's archives of pharmacology 20010101
High-performance liquid chromatography assay for indorenate in pharmaceutical powders. Drug development and industrial pharmacy 20010101
Pineal indoles stimulate the gene expression of immunomodulating cytokines. Journal of neural transmission (Vienna, Austria : 1996) 20010101
Pharmacological characterization of the human 5-HT(4(d)) receptor splice variant stably expressed in Chinese hamster ovary cells. British journal of pharmacology 20001001
2-Substituted tryptamines: agents with selectivity for 5-HT(6) serotonin receptors. Journal of medicinal chemistry 20000309
Agonist high and low affinity state ratios predict drug intrinsic activity and a revised ternary complex mechanism at serotonin 5-HT(2A) and 5-HT(2C) receptors. Synapse (New York, N.Y.) 20000201
Structure of the human serotonin 5-HT4 receptor gene and cloning of a novel 5-HT4 splice variant. Journal of neurochemistry 20000201
Isolation of the serotoninergic 5-HT4(e) receptor from human heart and comparative analysis of its pharmacological profile in C6-glial and CHO cell lines. British journal of pharmacology 20000201
Identification of residues in transmembrane regions III and VI that contribute to the ligand binding site of the serotonin 5-HT6 receptor. Journal of neurochemistry 19981101
Cloning, expression, and pharmacology of four human 5-hydroxytryptamine 4 receptor isoforms produced by alternative splicing in the carboxyl terminus. Journal of neurochemistry 19980601
Cloning and expression of a human serotonin 5-HT4 receptor cDNA. Journal of neurochemistry 19971101
Activating mutations of the serotonin 5-HT2C receptor. Journal of neurochemistry 19970901
Cloning, expression and pharmacology of a truncated splice variant of the human 5-HT7 receptor (h5-HT7b). British journal of pharmacology 19970901
[3H]RS 57639, a high affinity, selective 5-HT4 receptor partial agonist, specifically labels guinea-pig striatal and rat cloned (5-HT4S and 5-HT4L) receptors. Neuropharmacology 19970101
Functional and radioligand binding characterization of rat 5-HT6 receptors stably expressed in HEK293 cells. Neuropharmacology 19970101
Alniditan, a new 5-hydroxytryptamine1D agonist and migraine-abortive agent: ligand-binding properties of human 5-hydroxytryptamine1D alpha, human 5-hydroxytryptamine1D beta, and calf 5-hydroxytryptamine1D receptors investigated with [3H]5-hydroxytryptamine and [3H]alniditan. Molecular pharmacology 19961201
Cloning, expression and pharmacology of the mouse 5-HT(4L) receptor. FEBS letters 19961125
Two amino acid differences in the sixth transmembrane domain are partially responsible for the pharmacological differences between the 5-HT1D beta and 5-HT1E 5-hydroxytryptamine receptors. Journal of neurochemistry 19961101
[3H]5-hydroxytryptamine labels the agonist high affinity state of the cloned rat 5-HT4 receptor. European journal of pharmacology 19960523
Cloning, characterization, and chromosomal localization of a human 5-HT6 serotonin receptor. Journal of neurochemistry 19960101
The 5-HT4 receptor: molecular cloning and pharmacological characterization of two splice variants. The EMBO journal 19950615
Species variations in transmembrane region V of the 5-hydroxytryptamine type 2A receptor alter the structure-activity relationship of certain ergolines and tryptamines. Molecular pharmacology 19940201
Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase. The Journal of biological chemistry 19931105
Molecular cloning, characterization, and localization of a high-affinity serotonin receptor (5-HT7) activating cAMP formation. Proceedings of the National Academy of Sciences of the United States of America 19930915
Molecular cloning and expression of a 5-hydroxytryptamine7 serotonin receptor subtype. The Journal of biological chemistry 19930825
Molecular cloning of a mammalian serotonin receptor that activates adenylate cyclase. Molecular pharmacology 19930801
The role of receptor binding in drug discovery. Journal of natural products 19930401
Cloning and expression of a novel serotonin receptor with high affinity for tricyclic psychotropic drugs. Molecular pharmacology 19930301
Pharmacological characteristics of the newly cloned rat 5-hydroxytryptamine2F receptor. Molecular pharmacology 19930301
Cloning of another human serotonin receptor (5-HT1F): a fifth 5-HT1 receptor subtype coupled to the inhibition of adenylate cyclase. Proceedings of the National Academy of Sciences of the United States of America 19930115
Human serotonin 1D receptor is encoded by a subfamily of two distinct genes: 5-HT1D alpha and 5-HT1D beta. Proceedings of the National Academy of Sciences of the United States of America 19920415
Primary structure and functional characterization of a human 5-HT1D-type serotonin receptor. Molecular pharmacology 19910801
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