2-(1-methyl-1H-indol-3-yl)acetic acid

HCID 254166
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
1912-48-7
Standard SMILES
Cn1cc(CC(=O)O)c2ccccc21
InChIKey
NAIPEFIYIQFVFC-UHFFFAOYSA-N
Molecular formula
C11H11NO2
Average molar mass
189.21 g/mol
Monoisotopic mass
189.07897859

Names & identifiers

Preferred name
2-(1-methyl-1H-indol-3-yl)acetic acid
IUPAC
2-(1-methylindol-3-yl)acetic acid
English name
1-Methyl-3-indoleacetic acid
Molecular formula
C11H11NO2
Molecular weight
189.21

Names & synonyms

2-(1-methyl-1H-indol-3-yl)acetic acidRefChem:451048693-051-91912-48-71-Methyl-3-indoleacetic acid2-(1-methylindol-3-yl)acetic acid1-methylindole-3-acetic acid1h-indole-3-acetic acid, 1-methyl-MFCD00130160(1-methyl-1h-indol-3-yl)acetic acid(1-methyl-3-indolyl)acetic acidF1920-0023
Show more names
NSC 78007RARECHEM AH BS 0119IFLAB-BB F1920-00232-(1-methylindol-3-yl)aceticaci1-METHYL-3-INDOLEACETIC ACID 98%2-(N-Methylindole-3-yl)acetic acid
1-methyl-1H-indole-3-acetic acid3VYNSC78007(1-methyl-1{H}-indol-3-yl)acetic acidNCIOpen2_000867Oprea1_357939N-methyl-3-indoleacetic acidCHEMBL85031

Database identifiers

CAS
1912-48-7
PubChem CID
254166
DTXSID
DTXSID20291791
ChEMBL
CHEMBL85031
EC Number
693-051-9
Nikkaji
J885.351G

Properties

Computed structural properties

XLogP
1.5
Topological polar surface area
42.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
14

Physicochemical properties

Melting point
126 · 126-128 °C (lit.)
Boiling point
392 · 392.0±17.0 °C(Predicted)
Density
1.2 · 1.20±0.1 g/cm3(Predicted)
storage temp.
2 · 2-8°C
solubility
Chloroform, Methanol
pka
4.53 · 4.53±0.30(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk
3
hs_code
2933998090
risk_code
22-37/38-41
Signal word
Danger
Symbol(GHS)
GHS05,GHS07
hazard_code
Xn

Chemistry & industry

Applications · 3 items

UsesReactant for enantioselective preparation of α-aryl alkylcarboxylic acidsReactant for preparation of PKC inhibitor methylindolylpyridinylmethylpiperidinylindolylpyrroledione for protein kinase C imagingReactant for stereoselective preparation of δ-lactones via Michael addition/lactonization with unsaturated carboxylatesReactant for stereoselective preparation of vindorosine, vindoline, and analogsReactant for preparation of (indolyl)pyrrol-2-ones as VEGF-R inhibitors, antiangiogenic agents, and protein kinase inhibitorsReactant for synthesis of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues as antifungal agents

Uses1-Methylindole-3-acetic Acid is a N-methylated derivative of Indole-3-acetic acid, a natural auxin, with plant growth regulating activity.

General Description1-Methyl-3-indoleacetic acid is an indole derivative. Direct and riboflavin- or Rose-Bengal-sensitized photo-oxidation of 1-methyl-3-indoleacetic acid in aqueous buffer (pH 5 or pH 8) containing 10% methanol has been studied.

Upstream & downstream products

Suppliers75 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海哲研生物科技有限公司021-18017610038 18017610038 · [email protected]
苏州启航生物科技有限公司18151111370 · [email protected]

Related reactions

17 records
New reaction record

Compound notes

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