3-Indoleacrylic acid
Names
[ CAS No. ]:
1204-06-4
[ Name ]:
3-Indoleacrylic acid
[Synonym ]:
3-(3-Indolyl)acrylic acid,IAA
2-Propenoic acid, 3-(1H-indol-2-yl)-, (2E)-
3-(3-Indolyl)acrylic acid IAA
(2E)-3-(1H-Indol-2-yl)acrylic acid
2-Propenoic acid,3-(1H-indol-3-yl)-
3-Indolylacrylic acid
3-Indoleacrylic Acid
3-(3-Indolyl)acrylic Acid
EINECS 214-872-7
MFCD00005633
(E)-3-(indol-2-yl)acrylic acid
3-(1H-Indol-3-yl)acrylic acid
Biological Activity
[Description]:
[Related Catalog]:
[References]
Chemical & Physical Properties
[ Density]:
1.4±0.1 g/cm3
[ Boiling Point ]:
432.8±20.0 °C at 760 mmHg
[ Melting Point ]:
180-186ºC
[ Molecular Formula ]:
C11H9NO2
[ Molecular Weight ]:
187.195
[ Flash Point ]:
215.6±21.8 °C
[ Exact Mass ]:
187.063324
[ PSA ]:
53.09000
[ LogP ]:
2.34
[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C
[ Index of Refraction ]:
1.750
[ Storage condition ]:
0-6°C
[ Water Solubility ]:
freely soluble
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- NL3680000
- CHEMICAL NAME :
- Indole-3-acrylic acid
- CAS REGISTRY NUMBER :
- 1204-06-4
- BEILSTEIN REFERENCE NO. :
- 0006317
- LAST UPDATED :
- 199701
- DATA ITEMS CITED :
- 6
- MOLECULAR FORMULA :
- C11-H9-N-O2
- MOLECULAR WEIGHT :
- 187.21
- WISWESSER LINE NOTATION :
- T56 BMJ D1U1VQ
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1600 mg/kg/8W-I
- TOXIC EFFECTS :
- Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - tumors
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - guinea pig
- DOSE/DURATION :
- 1100 mg/kg/13W-I
- TOXIC EFFECTS :
- Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors Blood - leukemia
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - hamster
- DOSE/DURATION :
- 1600 mg/kg/10W-I
- TOXIC EFFECTS :
- Tumorigenic - neoplastic by RTECS criteria Endocrine - adrenal cortex tumors Blood - tumors
MUTATION DATA
- TEST SYSTEM :
- Primate - monkey
- DOSE/DURATION :
- 15 mg/kg/2D (Intermittent)
- REFERENCE :
- TSITAQ Tsitologiya. Cytology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1959- Volume(issue)/page/year: 15,1505,1973
Safety Information
[ Symbol ]:
GHS07
[ Signal Word ]:
Warning
[ Hazard Statements ]:
H315-H319-H335
[ Precautionary Statements ]:
P261-P305 + P351 + P338
[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves
[ Hazard Codes ]:
Xi:Irritant;
[ Risk Phrases ]:
R36/37/38
[ Safety Phrases ]:
S26-S37/39
[ RIDADR ]:
NONH for all modes of transport
[ WGK Germany ]:
3
[ RTECS ]:
NL3680000
[ HS Code ]:
2933990090
Synthetic Route
Precursor & DownStream
Precursor
DownStream
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
J. Med. Chem. 54 , 5320, (2011)
Tryptophan catabolism mediated by indoleamine 2,3-dioxygenase (IDO) is an important mechanism of peripheral immune tolerance contributing to tumoral immune resistance. IDO inhibition is thus an active...
Structural insight into the inhibition of human kynurenine aminotransferase I/glutamine transaminase K.J. Med. Chem. 52 , 2786-93, (2009)
Human kynurenine aminotransferase I (hKAT I) catalyzes the formation of kynurenic acid, a neuroactive compound. Here, we report three high-resolution crystal structures (1.50-1.55 A) of hKAT I that ar...
NMR studies of the mode of binding of corepressors and inducers to Escherichia coli trp repressor.Eur. J. Biochem. 235(3) , 804-13, (1996)
The binding of the corepressors tryptophan and 5-methyltryptophan and of the inducers 3-indolepropionate, 3-indoleacrylate and 5-methylindole to the Escherichia coli trp repressor have been studied by...