5-Methoxy-3-indoleaceate

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Names

[ CAS No. ]:
608-07-1

[ Name ]:
5-Methoxy-3-indoleaceate

[Synonym ]:
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
indole-3-acetic acid, 5-methoxy-
MFCD00005662
5-Methoxy-3-indoleacetate
5-Methoxy-3-indoleaceate
5-methoxy-1H-3-indoleacetic acid
5-Methoxyindole-3-acetic acid
1H-Indole-3-acetic acid, 5-methoxy-
Meksamin
Methoxyindoleacetic acid
O-methyl-5-HT
MEXAMINE

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

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

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

[ 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

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 1H-Indole,5-methoxy-3-(2-nitroethenyl)-
  • Melatonine
  • 5-methoxy-3-(2-nitroethyl)-1H-indole
  • 5-Methoxyindole
  • 5-methoxy-Nb-(methoxycarbonyl)tryptamine
  • N-(2-(5-methoxy-1H-indol-3-yl)ethyl)-4-methylbenzenesulfonamide
  • 2-(1-methanesulfonyl-5-methoxy-1H-indol-3-yl)ethylamine
  • methyl N-[2-(1H-indol-3-yl)ethyl]carbamate

DownStream

  • N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-3-oxobutanamide
  • 1-[2-(5-methoxy-1H-indol-3-yl)ethyl]-3-prop-2-enylthiourea
  • N-[2-(5-methoxy-1H-indol-3-yl)ethyl]formamide
  • 5-Hydroxytryptamine
  • 6-Methoxyharmalan
  • N,O-dimethylserotonin
  • N-[2-(5-methoxy-1H-indol-3-yl)ethyl]pyridine-3-carboxamide
  • 5-Methoxy-N-methyl-N-(1-methylethyl)-1H-indole-3-ethanamine
  • Melatonine
  • N-[2-(5-methoxyindol-3-yl)ethyl]-cyclopropylcarboxamide

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%

Articles

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

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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.

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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 ...


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Related Compounds

  • 5-Methoxy-3-indoleaceate
  • 5-methoxy-3-[1,2,3,6-tetrahydro-1-(phenylmethyl)-4-pyridinyl]-1H-indole
  • 5-Methoxy-3(2H)-pyridazinone
  • 5-methoxy-3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dimethyl-1H-indole,dihydrochloride
  • 5-methoxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl dimethylcarbamate
  • 5-methoxy-3-methylindole-2-carboxyhydrazide
  • tert-Butyl N-methyl-N-([(3R)-piperidin-3-yl]methyl)carbamate
  • 4-(4-Bromo-2-chlorophenylamino)-6-chloronicotinic acid
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