5-Methoxyindole-2-carboxylic acid - CAS 4382-54-1
Catalog: |
BB025472 |
Product Name: |
5-Methoxyindole-2-carboxylic acid |
CAS: |
4382-54-1 |
Synonyms: |
5-methoxy-1H-indole-2-carboxylic acid |
IUPAC Name: | 5-methoxy-1H-indole-2-carboxylic acid |
Description: | 5-Methoxyindole-2-carboxylic acid (CAS# 4382-54-1) is a very useful synthetic intermediate. It is a reactant used to prepare anticancer agents, Indoleamine 2,3-dioxygenase (IDO) inhibitors, and potent antitumor bifunctional DNA alkylating agents. |
Molecular Weight: | 191.18 |
Molecular Formula: | C10H9NO3 |
Canonical SMILES: | COC1=CC2=C(C=C1)NC(=C2)C(=O)O |
InChI: | InChI=1S/C10H9NO3/c1-14-7-2-3-8-6(4-7)5-9(11-8)10(12)13/h2-5,11H,1H3,(H,12,13) |
InChI Key: | YEBJVSLNUMZXRJ-UHFFFAOYSA-N |
Boiling Point: | 447.6 °C at 760 mmHg |
Density: | 1.381 g/cm3 |
MDL: | MFCD00005614 |
LogP: | 1.87470 |
GHS Hazard Statement: | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
21903972 | 20120701 | Association of lactate, intracellular pH, and intracellular calcium during capacitation and acrosome reaction: contribution of hamster sperm dihydrolipoamide dehydrogenase, the E3 subunit of pyruvate dehydrogenase complex | Journal of andrology |
22551394 | 20120502 | New spectrofluorimetric methods for determination of melatonin in the presence of N-{2-[1-({3-[2-(acetylamino)ethyl]-5-methoxy-1H-indol-2-yl}methyl)-5-methoxy-1H-indol-3-yl]- ethyl}acetamide: a contaminant in commercial melatonin preparations | Chemistry Central journal |
21551353 | 20110801 | 1,3-Dinitrobenzene-induced metabolic impairment through selective inactivation of the pyruvate dehydrogenase complex | Toxicological sciences : an official journal of the Society of Toxicology |
19084467 | 20090301 | Vibrational spectroscopic studies of indolecarboxylic acids and their metal complexes part VIII. 5-methoxyindole-2-carboxylic acid and its Zn(II) complex | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy |
18401010 | 20080801 | Hamster sperm capacitation: role of pyruvate dehydrogenase A and dihydrolipoamide dehydrogenase | Biology of reproduction |
Complexity: | 231 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 191.058243149 |
Formal Charge: | 0 |
Heavy Atom Count: | 14 |
Hydrogen Bond Acceptor Count: | 3 |
Hydrogen Bond Donor Count: | 2 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 191.058243149 |
Rotatable Bond Count: | 2 |
Topological Polar Surface Area: | 62.3 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 2.3 |
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