5-Methoxy-3-indoleaceate

Modify Date: 2025-08-21 08:33:22

5-Methoxy-3-indoleaceate Structure
5-Methoxy-3-indoleaceate structure
Common Name 5-Methoxy-3-indoleaceate
CAS Number 608-07-1 Molecular Weight 205.210
Density 1.3±0.1 g/cm3 Boiling Point 445.9±30.0 °C at 760 mmHg
Molecular Formula C11H14N2O Melting Point 245-250 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 223.5±24.6 °C
Symbol GHS07
GHS07
Signal Word Warning

 Names

Name O-methylserotonin
Synonym More Synonyms

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 445.9±30.0 °C at 760 mmHg
Melting Point 245-250 °C (dec.)(lit.)
Molecular Formula C11H14N2O
Molecular Weight 205.210
Flash Point 223.5±24.6 °C
Exact Mass 205.073898
PSA 51.04000
LogP 1.34
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.656
InChIKey JTEJPPKMYBDEMY-UHFFFAOYSA-N
SMILES COc1ccc2[nH]cc(CCN)c2c1
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NL4059000
CHEMICAL NAME :
Indole, 3-(2-aminoethyl)-5-methoxy-
CAS REGISTRY NUMBER :
608-07-1
BEILSTEIN REFERENCE NO. :
0145587
LAST UPDATED :
199709
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C11-H14-N2-O
MOLECULAR WEIGHT :
190.27

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
176 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
106 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - excitement Behavioral - muscle contraction or spasticity
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
8 mg/kg
SEX/DURATION :
male 20 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
11 mg/kg
SEX/DURATION :
female 12-22 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - behavioral
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
240 mg/kg
SEX/DURATION :
female 1-2 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
3 gm/kg
REFERENCE :
EKSODD Eksperimental'naya Onkologiya. Experimental Oncology. (V/O Mezhdunarodnaya Kniga, 113095 Mosow, USSR) V.1- 1979- Volume(issue)/page/year: 7(4),26,1985

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Precautionary Statements P301 + P312 + P330
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS NL4110000
HS Code 2933990090

 Synthetic Route

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles38

More Articles
Melatonin and its metabolites accumulate in the human epidermis in vivo and inhibit proliferation and tyrosinase activity in epidermal melanocytes in vitro.

Mol. Cell. Endocrinol. 404 , 1-8, (2015)

Melatonin and its metabolites including 6-hydroxymelatonin (6(OH)M), N(1)-acetyl-N(2)-formyl-5-methoxykynuramine (AFMK) and 5-methoxytryptamine (5MT) are endogenously produced in human epidermis. This...

The antioxidant behaviour of melatonin and structural analogues during lipid peroxidation depends not only on their functional groups but also on the assay system.

Biochem. Biophys. Res. Commun. 423(4) , 873-7, (2012)

There is no general agreement yet on the antioxidant effect of pineal indoles against lipid peroxidation. Accordingly, the main goal of the present work was to study the antioxidant activity of melato...

Hippocampal serotonin depletion is related to the presence of generalized tonic-clonic seizures, but not to psychiatric disorders in patients with temporal lobe epilepsy.

Epilepsy Res. 111 , 18-25, (2015)

Previous studies suggest that concentration of serotonin ([5-HT]) plays a pathogenic role in various types of epilepsy inhibiting seizures. However, most have not considered the clinical variables of ...

 5-Methoxy-3-indoleaceateBioassay

View more

Name: Evaluated for the binding affinity to hippocampus striatal membranes at 5-hydroxytryp...
Source: ChEMBL
Target: 5-hydroxytryptamine receptor 1A
External Id: CHEMBL615963
Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020);...
Source: ChEMBL
Target: Staphylococcus aureus
External Id: CHEMBL4296184
Name: Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); ...
Source: ChEMBL
Target: Klebsiella pneumoniae
External Id: CHEMBL4296186
Name: Binding affinity at rat 5-hydroxytryptamine 7 receptor.
Source: ChEMBL
Target: 5-hydroxytryptamine receptor 7
External Id: CHEMBL620766
Name: Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CA...
Source: ChEMBL
Target: Escherichia coli
External Id: CHEMBL4296185
Name: Agonistic activity against rat 5-HT7 adenyl cyclase expressed in HEK293 cells; Active
Source: ChEMBL
Target: 5-hydroxytryptamine receptor 7
External Id: CHEMBL619703
Name: Primary Screen Inhibitors of CD40 Signaling in BL2 Cells Measured in Cell-Based Syste...
Source: Broad Institute
Target: N/A
External Id: 7124-01_Inhibitor_SinglePoint_HTS_Activity
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 Synonyms

5-Methoxy-3-indoleacetic acid
Mexamine base
(5-Methoxy-1H-indol-3-yl)acetic acid
O-METHYLSEROTONIN
5MOT
5-Methoxyindoleacetic acid
EINECS 200-637-6
5-Methoxytryptamine
MFCD00005662
5-Methoxy-3-indoleacetate
5-Methoxy-3-indoleaceate
5-methoxy-1H-3-indoleacetic acid
5-Methoxyindole-3-acetic acid
Meksamin
Methoxyindoleacetic acid
O-methyl-5-HT
MEXAMINE
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