Home Aldehydes 1H-Indole-3-carbaldehyde

1H-Indole-3-carbaldehyde

CAS No.:
487-89-8
Catalog Number:
AG00350V
Molecular Formula:
C9H7NO
Molecular Weight:
145.1580
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
98%
In Stock USA
United States
$13
- +
25g
98%
In Stock USA
United States
$19
- +
100g
98%
In Stock USA
United States
$50
- +
500g
98%(HPLC)
In Stock USA
United States
$237
- +
Product Description
Catalog Number:
AG00350V
Chemical Name:
1H-Indole-3-carbaldehyde
CAS Number:
487-89-8
Molecular Formula:
C9H7NO
Molecular Weight:
145.1580
MDL Number:
MFCD00005622
IUPAC Name:
1H-indole-3-carbaldehyde
InChI:
InChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H
InChI Key:
OLNJUISKUQQNIM-UHFFFAOYSA-N
SMILES:
O=Cc1c[nH]c2c1cccc2
EC Number:
207-665-8
UNII:
7FN04C32UO
NSC Number:
10118
Properties
Complexity:
158  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
145.053g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
145.161g/mol
Monoisotopic Mass:
145.053g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
32.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.7  
Literature
Title Journal
Synthesis and antimycobacterial activity of novel thiadiazolylhydrazones of 1-substituted indole-3-carboxaldehydes. Chemical biology & drug design 20140201
Indiacens A and B: prenyl indoles from the myxobacterium Sandaracinus amylolyticus. Journal of natural products 20121026
Antitrypanosomal alkaloids from the marine bacterium Bacillus pumilus. Molecules (Basel, Switzerland) 20120918
Synthesis and characterization of some new complexes of Cu(II), Ni(II) and V(IV) with Schiff base derived from indole-3-carboxaldehyde. Biological activity on prokaryotes and eukaryotes. European journal of medicinal chemistry 20120701
A new sesquiterpene from an endophytic Aspergillus versicolor strain. Natural product communications 20120701
Alkaloids from the root of Isatis indigotica. Journal of natural products 20120622
Synthesis and cytotoxicity of novel 2,2'-bis- and 2,2',2″-tris-indolylmethanes-based bengacarboline analogs. Archives of pharmacal research 20120601
Synthesis of 5-alkylated barbituric acids and 3-alkylated indoles via microwave-assisted three-component reactions in solvent-free conditions using Hantzsch 1,4-dihydropyridines as reducing agents. Molecular diversity 20120501
Translatome and metabolome effects triggered by gibberellins during rosette growth in Arabidopsis. Journal of experimental botany 20120401
Update of spectroscopic data for 4-hydroxydictyolactone and dictyol E isolated from a Halimeda stuposa - Dictyota sp. assemblage. Molecules (Basel, Switzerland) 20120308
(Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri-methoxy-phen-yl)acrylonitrile. Acta crystallographica. Section E, Structure reports online 20120301
Novel bis(indolyl)hydrazide-hydrazones as potent cytotoxic agents. Bioorganic & medicinal chemistry letters 20120101
Conjugation of a 3-(1H-phenanthro[9,10-d]imidazol-2-yl)-1H-indole intercalator to a triplex oligonucleotide and to a three-way junction. Bioorganic & medicinal chemistry 20120101
5',11'-Dihydro-dispiro-[cyclo-hexane-1,6'-indolo[3,2-b]carbazole-12',1''-cyclo-hexa-ne]. Acta crystallographica. Section E, Structure reports online 20120101
Interaction of cruciferous phytoanticipins with plant fungal pathogens: indole glucosinolates are not metabolized but the corresponding desulfo-derivatives and nitriles are. Phytochemistry 20111201
Solvent-free, microwave assisted Knoevenagel condensation of novel 2,5-disubstituted indole analogues and their biological evaluation. European journal of medicinal chemistry 20111201
Trichoderma-induced plant immunity likely involves both hormonal- and camalexin-dependent mechanisms in Arabidopsis thaliana and confers resistance against necrotrophic fungi Botrytis cinerea. Plant signaling & behavior 20111001
The Arabidopsis phi class glutathione transferase AtGSTF2: binding and regulation by biologically active heterocyclic ligands. The Biochemical journal 20110815
LC-MS/MS quantification of sulforaphane and indole-3-carbinol metabolites in human plasma and urine after dietary intake of selenium-fortified broccoli. Journal of agricultural and food chemistry 20110810
Motile zoospores of Batrachochytrium dendrobatidis move away from antifungal metabolites produced by amphibian skin bacteria. EcoHealth 20110301
Brassinin oxidase mediated transformation of the phytoalexin brassinin: structure of the elusive co-product, deuterium isotope effect and stereoselectivity. Bioorganic & medicinal chemistry 20110215
Bis{benzyl 3-[(1H-indol-3-yl)methyl-idene]dithio-carbazato-κN,S}palladium(II) pyridine disolvate. Acta crystallographica. Section E, Structure reports online 20110201
Virtual screening identification of nonfolate compounds, including a CNS drug, as antiparasitic agents inhibiting pteridine reductase. Journal of medicinal chemistry 20110113
3-indolylacetonitrile decreases Escherichia coli O157:H7 biofilm formation and Pseudomonas aeruginosa virulence. Environmental microbiology 20110101
The synthesis and spectral properties of a stimuli-responsive D-π-A charge transfer dye. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20110101
Indole and 3-indolylacetonitrile inhibit spore maturation in Paenibacillus alvei. BMC microbiology 20110101
Differential expression of cysteine desulfurases in soybean. BMC plant biology 20110101
Production of bioactive secondary metabolites by marine vibrionaceae. Marine drugs 20110101
Advancement into the Arctic region for bioactive sponge secondary metabolites. Marine drugs 20110101
Structure and biological evaluation of novel cytotoxic sterol glycosides from the marine red alga Peyssonnelia sp. Bioorganic & medicinal chemistry 20101201
2-Hy-droxy-5-[(E)-(1H-indol-3-yl-methyl-idene)aza-nium-yl]benzoate. Acta crystallographica. Section E, Structure reports online 20101201
Synthesis and biological activities of new furo[3,4-b]carbazoles: potential topoisomerase II inhibitors. European journal of medicinal chemistry 20101101
The activity pattern and gene expression profile of aldehyde oxidase during the development of Pisum sativum seeds. Plant science : an international journal of experimental plant biology 20101101
Aniline-induced tryptophan production and identification of indole derivatives from three purple bacteria. Current microbiology 20101001
(E)-1-Diphenyl-methyl-idene-2-[(1H-indol-3-yl)methyl-idene]hydrazine. Acta crystallographica. Section E, Structure reports online 20100701
Identification of antibacterial and antifungal pharmacophore sites for potent bacteria and fungi inhibition: indolenyl sulfonamide derivatives. European journal of medicinal chemistry 20100301
A novel role for Arabidopsis mitochondrial ABC transporter ATM3 in molybdenum cofactor biosynthesis. The Plant cell 20100201
Metabolomic, transcriptional, hormonal, and signaling cross-talk in superroot2. Molecular plant 20100101
Secondary metabolites of Volvariella bombycina and their inhibitory effects on melanogenesis. Journal of microbiology and biotechnology 20100101
Cutaneous bacteria of the redback salamander prevent morbidity associated with a lethal disease. PloS one 20100101
The effect of tegaserod on symptoms and quality of life in korean women with irritable bowel syndrome with constipation. Journal of neurogastroenterology and motility 20100101
[Approaches to raising efficacy of treatment of patients with chronic prostatitis associated with intracellular infections]. Urologiia (Moscow, Russia : 1999) 20100101
3,4,5-Trihydr-oxy-N'-(1H-indol-2-ylmethyl-idene)benzohydrazide-1H-indole-2-carbaldehyde azine-methanol (2/1/2). Acta crystallographica. Section E, Structure reports online 20100101
Formyl- and acetylindols: vibrational spectroscopy of an expectably pharmacologically active compound family. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20091201
An efficient one-step synthesis of heterobiaryl pyrazolo[3,4-b]pyridines via indole ring opening. Organic letters 20091119
An expeditious I2-catalyzed entry into 6H-indolo[2,3-b]quinoline system of cryptotackieine. The Journal of organic chemistry 20091106
Synthesis of some new 1,2,4-triazoles starting from isonicotinic acid hydrazide and evaluation of their antimicrobial activities. European journal of medicinal chemistry 20091101
Discovery of novel antileishmanial agents in an attempt to synthesize pentamidine-aplysinopsin hybrid molecule. Journal of medicinal chemistry 20091008
Biochemical characterization and substrate specificity of the gene cluster for biosyntheses of K-252a and its analogs by in vitro heterologous expression system of Escherichia coli. Molecular bioSystems 20091001
A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta. Bioorganic & medicinal chemistry letters 20090901
Ethyl 1-acetyl-1H-indole-3-carboxyl-ate. Acta crystallographica. Section E, Structure reports online 20090801
N'-[(E)-3-Indol-3-ylmethyl-ene]isonicotino-hydrazide monohydrate. Acta crystallographica. Section E, Structure reports online 20090801
The multifunctional enzyme CYP71B15 (PHYTOALEXIN DEFICIENT3) converts cysteine-indole-3-acetonitrile to camalexin in the indole-3-acetonitrile metabolic network of Arabidopsis thaliana. The Plant cell 20090601
Aplysinopsins--marine indole alkaloids: chemistry, bioactivity and ecological significance. Marine drugs 20090601
5-Hydr-oxy-1,7-bis-(1H-indol-3-yl)hepta-1,4,6-trien-3-one hemihydrate. Acta crystallographica. Section E, Structure reports online 20090601
2-[(E)-2-(1H-Indol-3-yl)ethen-yl]-1-methyl-pyridinium 4-bromo-benzene-sulfonate. Acta crystallographica. Section E, Structure reports online 20090501
Synthesis and assessment of 99mTc chelate-conjugated alendronate for development of specific radiopharmaceuticals. Cancer biotherapy & radiopharmaceuticals 20090401
A combined experimental and theoretical study of the polar [3 + 2] cycloaddition of electrophilically activated carbonyl ylides with aldehydes and imines. The Journal of organic chemistry 20090306
Bis{4-[(E)-2-(1H-indol-3-yl)ethen-yl]-1-methyl-pyridinium} 4-fluoro-benzene-sulfonate nitrate 0.25-hydrate. Acta crystallographica. Section E, Structure reports online 20090201
Investigation of antimicrobial activities of indole-3-aldehyde hydrazide/hydrazone derivatives. Chemotherapy 20090101
Synthesis, spectroscopic, and antimicrobial studies on bivalent zinc and mercury complexes of 2-formylpyridine thiosemicarbazone. Bioinorganic chemistry and applications 20090101
A chromanone alkaloid from Derris ovalifolia stem. Natural product research 20090101
[Production of biologically active substances of indol nature by bacteria of Azotobacter genus]. Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20090101
Synthesis, Antiinflammatory and Antibacterial Activity of Novel Indolyl-isoxazoles. Indian journal of pharmaceutical sciences 20090101
N-[1-(2-Hydroxy-phen-yl)ethyl-idene]-N-(1H-indol-3-ylmethyl-ene)carbonic dihydrazide. Acta crystallographica. Section E, Structure reports online 20081201
Amphibian chemical defense: antifungal metabolites of the microsymbiont Janthinobacterium lividum on the salamander Plethodon cinereus. Journal of chemical ecology 20081101
New Pd(II) complexes of the synthesized 1-N-substituted thiosemicarbazones of 3-indole carboxaldehyde: characterization and antiamoebic assessment against E. histolytica. European journal of medicinal chemistry 20080901
AhR ligands, malassezin, and indolo[3,2-b]carbazole are selectively produced by Malassezia furfur strains isolated from seborrheic dermatitis. The Journal of investigative dermatology 20080701
1H-Indole-3-carbaldehyde thio-semi-carbazone. Acta crystallographica. Section E, Structure reports online 20080501
1H-Indole-3-carbaldehyde azine. Acta crystallographica. Section E, Structure reports online 20080301
Synthesis, characterization and biological activity of Schiff base analogues of indole-3-carboxaldehyde. European journal of medicinal chemistry 20080101
Highly sensitive feature detection for high resolution LC/MS. BMC bioinformatics 20080101
Synthesis of novel indolyl-pyrimidine antiinflammatory, antioxidant and antibacterial agents. Indian journal of pharmaceutical sciences 20080101
Compounds from Wedelia chinensis synergistically suppress androgen activity and growth in prostate cancer cells. Carcinogenesis 20071201
Inhibition of amyloid fibrillation of lysozyme by indole derivatives--possible mechanism of action. The FEBS journal 20071201
[Studies on chemical constituents of Laurencia tristicha ( II )]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20071201
Benhamycin, novel alkaloid from terrestrial Streptomyces sp. Natural product research 20071101
Synthesis, characterization and antiamoebic activity of new indole-3-carboxaldehyde thiosemicarbazones and their Pd(II) complexes. European journal of medicinal chemistry 20071001
Synthesis and novel fluorescence phenomenon of terbium complex with a new Schiff base ligand derived from condensation of triaminotriethylamine and 3-indolemethanal. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070601
Monoindole alkaloids from a marine sponge Spongosorites sp. Marine drugs 20070601
Anticancer activity evaluation of kuanoniamines A and C isolated from the marine sponge Oceanapia sagittaria, collected from the Gulf of Thailand. Marine drugs 20070601
[Chemical constituents from aerial parts of Plumbago zeylanica Linn]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070501
[Studies on chemical constituents in root of Isatis indigotica]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070401
Lagaspholones A and B: two new jatropholane-type diterpenes from Euphorbia lagascae. Organic letters 20070201
Amorphane sesquiterpenes from a marine Streptomyces sp. Journal of natural products 20070201
Toward the control of Leptosphaeria maculans: design, syntheses, biological activity, and metabolism of potential detoxification inhibitors of the crucifer phytoalexin brassinin. Bioorganic & medicinal chemistry 20060715
Synthesis, anti-inflammatory and analgesic activity evaluation of some amidine and hydrazone derivatives. Bioorganic & medicinal chemistry 20060701
Low molecular weight indole fragments as IMPDH inhibitors. Bioorganic & medicinal chemistry letters 20060501
Enantioselective total syntheses of welwitindolinone A and fischerindoles I and G. Journal of the American Chemical Society 20051109
Copper complexes of imidazole-2-, pyrrole-2- and indol-3-carbaldehyde thiosemicarbazones: inhibitory activity against fungi and bacteria. Journal of inorganic biochemistry 20051101
Molecular characterization of the gallate dioxygenase from Pseudomonas putida KT2440. The prototype of a new subgroup of extradiol dioxygenases. The Journal of biological chemistry 20051021
Characterization of the oxidase activity in mammalian catalase. The Journal of biological chemistry 20051021
Isolation of three new naturally occurring compounds from the culture of Micromonospora sp. P1068. Natural product research 20051001
Rapid access to the Welwitindolinone alkaloid skeleton by cyclization of indolecarboxaldehyde substituted cyclohexanones. Organic letters 20050915
Aldehyde oxidase (AO) in the root nodules of Lupinus albus and Medicago truncatula: identification of AO in meristematic and infection zones. Molecular plant-microbe interactions : MPMI 20050501
(Z)-3-(1H-Indol-3-yl)-2-(3-thienyl)acrylonitrile and (Z)-3-[1-(4-tert-butylbenzyl)-1H-indol-3-yl]-2-(3-thienyl)acrylonitrile. Acta crystallographica. Section C, Crystal structure communications 20050201
Hymeniacidon perleve associated bioactive bacterium pseudomonas sp. NJ6-3-1. Prikladnaia biokhimiia i mikrobiologiia 20050101
Pharmacokinetics and tissue disposition of indole-3-carbinol and its acid condensation products after oral administration to mice. Clinical cancer research : an official journal of the American Association for Cancer Research 20040801
Alkaloids from the fungus Lactarius subplinthogalus. Natural product research 20040401
[Synthesis of 1-indole substituted beta-carboline alkaloid and its derivatives and evaluation of their preliminary antitumor activities]. Yao xue xue bao = Acta pharmaceutica Sinica 20040401
Universally occurring phenylpropanoid and species-specific indolic metabolites in infected and uninfected Arabidopsis thaliana roots and leaves. Phytochemistry 20040301
Complete and remarkable reversal of chemoselectivity in [4 + 2] cycloadditions involving electron-poor indoles as dienophiles. Diels-Alder versus hetero-Diels-Alder processes. The Journal of organic chemistry 20031017
Three new jatrophane-type diterpenes from Euphorbia pubescens. Planta medica 20030401
Isolation and identification of lateral bud growth inhibitor, indole-3-aldehyde, involved in apical dominance of pea seedlings. Phytochemistry 20021201
Antimalarial agents from plants. III. Trichothecenes from Ficus fistulosa and Rhaphidophora decursiva. Planta medica 20021201
Peroxynitrite scavenging activities of aromatic compounds isolated from Konnyaku, Amorphophallus konjac K.Koch. Bioscience, biotechnology, and biochemistry 20020601
1,2-bis(1H-indol-3-yl)ethane-1,2-dione, an indole alkaloid from the marine sponge Smenospongia sp. Journal of natural products 20020401
Chemical defenses of crucifers: elicitation and metabolism of phytoalexins and indole-3-acetonitrile in brown mustard and turnip. Phytochemistry 20020301
Fate of indole-3-carbinol in cultured human breast tumor cells. Chemical research in toxicology 20020201
Metabolism of tyrosine and tryptophan--new genes for old pathways. Current opinion in plant biology 20010601
Structure-activity relationship for bromoindole carbaldehydes: effects on the sea urchin embryo cell cycle. Environmental toxicology and chemistry 20010301
Properties