5-Methoxyindole-3-acetic acid

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Names

[ Name ]:
5-Methoxyindole-3-acetic acid

[Synonym ]:
5-Methoxy-3-indoleacetic acid
5-methoxy-1H-indole-3-acetic acid
5-Methoxyindole-3-aceticacid
2-(5-Methoxy-3-indolyl)acetic acid
5-Methoxyindoleacetate
5-Methoxyindoleacetic acid
MFCD00005638
EINECS 222-438-3
1H-Indole-3-acetic acid, 5-methoxy-, ion(1-)
5-Methoxyindol-3-ylacetate
INDOLE-3-ACETIC ACID,5-METHOXY
(5-Methoxy-1H-indol-3-yl)acetate
5-Methoxyindol-3-ylacetic acid
5-Methoxyindole-3-acetate
5-Methoxyindole-3-acetic acid
2-(5-Methoxy-1H-indol-3-yl)acetic acid
Methoxyindoleacetic acid

Chemical & Physical Properties

[ Boiling Point ]:
445.9ºC at 760 mmHg

[ Melting Point ]:
145-148 °C (dec.)(lit.)

[ Molecular Formula ]:
C₁₁H₁₁NO₃

[ Molecular Weight ]:
205.21000

[ Flash Point ]:
223.5ºC

[ Exact Mass ]:
205.07400

[ PSA ]:
62.32000

[ LogP ]:
1.80360

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
insoluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NL3660500

CHEMICAL NAME :: Indole-3-acetic acid, 5-methoxy-

CAS REGISTRY NUMBER :: 3471-31-6

LAST UPDATED :: 198910

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C11-H11-N-O3

MOLECULAR WEIGHT :: 205.23

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 :: 98 mg/kg

TOXIC EFFECTS :: Behavioral - excitement

REFERENCE :: JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76- Volume(issue)/page/year: 1,515,1976 ** TUMORIGENIC DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 4 gm/kg/13W-I

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Brain and Coverings - tumors

REFERENCE :: BEBMAE Byulleten' Eksperimental'noi Biologii i Meditsiny. Bulletin of Experimental Biology and Medicine. For English translation, see BEXBAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 101,605,1986

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2 gm/kg female 10-21 day(s) after conception

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Brain and Coverings - tumors Reproductive - Tumorigenic effects - transplacental tumorigenesis

REFERENCE :: BEBMAE Byulleten' Eksperimental'noi Biologii i Meditsiny. Bulletin of Experimental Biology and Medicine. For English translation, see BEXBAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 101,605,1986

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
NL3660500

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

5-Methoxyindole-3-acetonitrile
5-Methoxy-1H-indole-3-acetic acid methyl ester
5-Methoxyindole
5-METHOXY-ALPHA-OXO-1H-INDOLE-3-ACETYL CHLORIDE
methyl 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetate
3-ethoxycarbonylmethyl-5-methoxy-indole-2-carboxylic acid ethyl ester
3-carboxymethyl-5-methoxy-indole-2-carboxylic acid
5-methoxy-1H-indol-3-ylacetic acid ethyl ester
p-Anisidine
(5-METHOXY-1H-INDOL-3-YL)(OXO)ACETIC ACID

DownStream

Bufotenine
5-Methoxy-1H-indole-3-acetic acid methyl ester
5-methoxytryptophol
5-Hydroxyindole-3-acetic acid
5-Methoxydimethyltryptamine
2-(5-methoxy-1-phenylmethoxycarbonylindol-3-yl)acetic acid
5-methoxy-1H-indol-3-ylacetic acid ethyl ester
1H-Indole-3-acetic acid, 5-methoxy-1-(trimethylsilyl)-, trimethylsilyl ester

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

Indoleamines and 5-methoxyindoles in trout pineal organ in vivo: daily changes and influence of photoperiod.

Gen. Comp. Endocrinol. 144(1) , 67-77, (2005)

This study describes the diel rhythms in several indoleamines, melatonin, and related 5-methoxyindoles in the pineal organ of rainbow trout in vivo. In addition, the effect of different photoperiod co...

Total pineal endocrine substitution therapy (TPEST) as a new neuroendocrine palliative treatment of untreatable metastatic solid tumor patients: a phase II study.

Neuro Endocrinol. Lett. 24(3-4) , 259-62, (2003)

It is known since many years that the pineal gland plays an anticancer role, and melatonin (MLT), the most investigated pineal hormone, has been proven to exert antitumor activity. However, MLT would ...

Secretion of the methoxyindoles melatonin, 5-methoxytryptophol, 5-methoxyindoleacetic acid, and 5-methoxytryptamine from trout pineal organs in superfusion culture: effects of light intensity.

Gen. Comp. Endocrinol. 101(2) , 165-72, (1996)

The teleost pineal organ is a photoreceptive endocrine organ that synthesizes the hormone melatonin through specialized intrapineal photoreceptor cells in a light-dependent manner. The present study i...