Identification

Namelepidine
IUPAC4-methylquinoline
CAS Number491-35-0
EINECS207-734-2
FDA UNII116169T3O8
Molecular FormulaC10 H9 N
Molecular Weight143.18873000
MDL NumberMFCD00006784
Nikkaji NumberJ1.552K
Beilstein0110926
CoE Number488
XlogP32.60 (est)

Regulatory

FDA Mainterm (SATF)491-35-0 ; LEPIDINE
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Appearance colorless to yellow clear liquid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 1.08300 to 1.08900 @ 25.00 °C.
Pounds per Gallon - (est). 9.012 to 9.062
Refractive Index 1.61500 to 1.62100 @ 20.00 °C.
Melting Point 9.00 °C. @ 760.00 mm Hg
Boiling Point 264.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.018000 mmHg @ 25.00 °C. (est)
Flash Point > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w) 2.610
Soluble in alcohol

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Description at 100.00 %.
Taste Description at 5.00 ppm in water.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-rat LD50 1260 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for lepidine usage levels up to0.6000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)0.12 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)160 (μg/person/day)
Threshold of Concern90 (μg/person/day)
Structure ClassIII
Dairy products, excluding products of category 02.0 (01.0)0.40000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)0.20000
Edible ices, including sherbet and sorbet (03.0)0.40000
Processed fruit (04.1)0.30000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)-
Confectionery (05.0)0.40000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)0.20000
Bakery wares (07.0)0.40000
Meat and meat products, including poultry and game (08.0)0.10000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)0.10000
Eggs and egg products (10.0)-
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)0.20000
Foodstuffs intended for particular nutritional uses (13.0)0.40000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)0.20000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)-
Ready-to-eat savouries (15.0)1.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)0.20000

Penta International Corporation

Chemistry innovation

At Penta, our products and services help businesses do business better.

View All Website (973) 740-2300 lisaa@pentamfg.com

Sigma-Aldrich

Complete Supply Chain

The perfect blend of products and services that bring your creativity to life.

View All Website 800-244-1173 ff@sial.com

Synerzine, Inc.

Innovation. Customization. Aroma Ingredients.

Synerzine is a leading supplier of flavor and fragrance ingredients.

View All Website (404) 524-6744 info@synerzine.com

TCI AMERICA

Moving Your Chemistry Forward

We continuously strive to advance our technology.

View All Website 1-800-423-8616 Sales-US@TCIchemicals.com;

R C Treatt and Co Ltd

Innovative ingredient solutions

World-leading innovative ingredient solutions provider for the flavour, fragrance and FMCG industries.

View All Website +1 863 668 9500 enquiries@treatt.com

Potential Uses

FR animal FR chypre FR leather FR rose FR woody

Natural Occurrence

cress garden cress seed peppermint oil - up to 0.1 mg/kg

Synonyms

cincholepidine lepidine 4- lepidine 4- methyl quinoline gamma- methyl quinoline p- methyl quinoline para- methyl quinoline 4- methylquinoline gamma- methylquinoline p- methylquinoline para- methylquinoline quinoline, 4-methyl- PubMed: Dehydrogenative cross-coupling reaction by cooperative transition-metal and Brønsted acid catalysis for the synthesis of β-quinolinyl α-amino acid esters. PubMed: Biofunctional constituent isolated from Citrullus colocynthis fruits and structure-activity relationships of its analogues show acaricidal and insecticidal efficacy. PubMed: Antinociceptive effect of some biuret derivatives on formalin test in mice. PubMed: TiO₂ nanotube arrays prepared by anodization as an adsorbent in micro-solid-phase extraction to preconcentrate and determine nitrogen-containing polycyclic aromatic hydrocarbons in water samples. PubMed: Antimicrobial potentials of active component isolated from Citrullus colocynthis fruits and structure-activity relationships of its analogues against foodborne bacteria. PubMed: Tafenoquine and NPC-1161B require CYP 2D metabolism for anti-malarial activity: implications for the 8-aminoquinoline class of anti-malarial compounds. PubMed: Anion effects on the structures and magnetic properties of binuclear lanthanide single-molecule magnets. PubMed: Genotoxicity risk assessment of diversely substituted quinolines using the SOS chromotest. PubMed: 7-Hydroxyquinoline-8-carbaldehydes. 1. Ground- and excited-state long-range prototropic tautomerization. PubMed: A novel approach to the pyridoacridine ring system: synthesis of the topoisomerase inhibitor 13-deazaascididemin. PubMed: Integrated organic-aqueous biocatalysis and product recovery for quinaldine hydroxylation catalyzed by living recombinant Pseudomonas putida. PubMed: One-pot synthesis of pyranocoumarins via microwave-assisted pseudo multicomponent reactions and their molecular switching properties. PubMed: Synthesis, DNA binding, and oxidative cleavage studies of Fe(II) and Co(III) complexes containing bioactive ligands. PubMed: Synthesis, antidepressant and antifungal evaluation of novel 2-chloro-8-methylquinoline amine derivatives. PubMed: Physicochemical characterization of NPC 1161C, a novel antimalarial 8-aminoquinoline, in solution and solid state. PubMed: Separation and preconcentration of trace amounts of aluminum ions in surface water samples using different analytical techniques. PubMed: Spectroscopic studies on 2-[2-(4-methylquinolin-2-yl)hydrazono]-1,2-diphenylethanone molecule and its metal complexes. PubMed: A bistable molecular switch driven by photoinduced hydrogen-atom transfer. PubMed: An ATP-sensitive potassium channel blocker suppresses sodium-induced hypertension through increased secretion of urinary kallikrein. PubMed: Thiazole Orange derivatives: synthesis, fluorescence properties, and labeling cancer cells. PubMed: Toxicity in rhesus monkeys following administration of the 8-aminoquinoline 8-[(4-amino-l-methylbutyl)amino]- 5-(l-hexyloxy)-6-methoxy-4-methylquinoline (WR242511). PubMed: Selenium-containing heterocycles: synthesis and pharmacological activities of some new 4-methylquinoline-2(1H) selenone derivatives. PubMed: Facile, one-step production of niacin (vitamin B3) and other nitrogen-containing pharmaceutical chemicals with a single-site heterogeneous catalyst. PubMed: Evaluation of the Spanish hot dip galvanising sector as a source of polychlorinated dibenzo-p-dioxins and polychlorinated dibenzofurans. PubMed: Detection of methylquinoline transformation products in microcosm experiments and in tar oil contaminated groundwater using LC-NMR. PubMed: Synthesis of para-methoxybenzyl (PMB) ethers under neutral conditions. PubMed: Insertion reactions of alkynes and organic isocyanides into the palladium-carbon bond of dimetallic Fe-Pd alkoxysilyl complexes. PubMed: Development and validation of a stability-indicating reversed-phase high performance liquid chromatography method for NPC 1161C, a novel 8-aminoquinoline anti-malarial drug. PubMed: Ruthenium-catalyzed intermolecular coupling reactions of arylamines with ethylene and 1,3-dienes: mechanistic insight on hydroamination vs ortho-C-H bond activation. PubMed: Modulation of Ca(2+)-dependent and Ca(2+)-independent miniature endplate potentials by phorbol ester and adenosine in frog. PubMed: Simultaneous determination of NSO-heterocycles, homocycles and their metabolites in groundwater of tar oil contaminated sites using LC with diode array UV and fluorescence detection. PubMed: [Antimicrobial effect of hydrazides and ilidenhydrazides of (quinoline-2-ilthio)carboxylic acids]. PubMed: Ring-substituted quinolines. Part 2: Synthesis and antimycobacterial activities of ring-substituted quinolinecarbohydrazide and ring-substituted quinolinecarboxamide analogues. PubMed: Water-soluble molecular capsules: self-assembly and binding properties. PubMed: Synthesis and antimycobacterial activities of ring-substituted quinolinecarboxylic acid/ester analogues. Part 1. PubMed: Modular and tunable chemosensor scaffold for divalent zinc. PubMed: Gene cluster of Arthrobacter ilicis Ru61a involved in the degradation of quinaldine to anthranilate: characterization and functional expression of the quinaldine 4-oxidase qoxLMS genes. PubMed: Preparation of 7-alkylamino-2-methylquinoline-5,8-diones. PubMed: N-(2-hydroxypropyl)methacrylamide (HPMA) copolymers for targeted delivery of 8-aminoquinoline antileishmanial drugs. PubMed: Synthesis, characterization and reactions of 2-deoxo-5-deazaalloxazines. PubMed: A fluorometric assay for the determination of 1-deoxy-D-xylulose 5-phosphate synthase activity. PubMed: Derivatives of 8-hydroxy-2-methylquinoline are powerful prototypes for zinc sensors in biological systems. PubMed: A P450 BM-3 mutant hydroxylates alkanes, cycloalkanes, arenes and heteroarenes. PubMed: Synthesis and in vitro cytotoxicity of 2-alkylaminosubstituted quinoline derivatives. PubMed: Anti-mutagenic structural modification by fluorine-substitution in highly mutagenic 4-methylquinoline derivatives. PubMed: Sphingomonas sp. strain Lep1: an aerobic degrader of 4-methylquinoline. PubMed: Synthesis of Pyrrolo[4,3,2-de]quinolines from 6,7-Dimethoxy-4-methylquinoline. Formal Total Syntheses of Damirones A and B, Batzelline C, Isobatzelline C, Discorhabdin C, and Makaluvamines A-D. PubMed: Evaluation of selected antiprotozoal drugs in the Babesia microti-hamster model. PubMed: Aerobic biodegradation of 4-methylquinoline by a soil bacterium. PubMed: Potent mutagenic potential of 4-methylquinoline: metabolic and mechanistic considerations. PubMed: Potential use of WR6026 as prophylaxis against transfusion-transmitted American trypanosomiasis. PubMed: Side-chain hydroxylation in the metabolism of 8-aminoquinoline antiparasitic agents. PubMed: Phase 2 efficacy trial of an oral 8-aminoquinoline (WR6026) for treatment of visceral leishmaniasis. PubMed: Hydroxylation and biodegradation of 6-methylquinoline by pseudomonads in aqueous and nonaqueous immobilized-cell bioreactors. PubMed: Microbial metabolism of quinoline and related compounds. XIX. Degradation of 4-methylquinoline and quinoline by Pseudomonas putida K1. PubMed: Microbial metabolism of quinoline and related compounds. XV. Quinoline-4-carboxylic acid oxidoreductase from Agrobacterium spec.1B: a molybdenum-containing enzyme. PubMed: Comparison of methemoglobin formers in protection against the toxic effects of cyanide. PubMed: Genotoxicity of fluoroquinolines and methylquinolines. PubMed: Pharmacokinetics of the anti-leishmanian agent WR 6026 in dogs. PubMed: Quinoline esters as potential antimalarial drugs: effect on relapses of Plasmodium cynomolgi infections in monkeys. PubMed: Microbial degradation of quinoline and methylquinolines. PubMed: Carcinogenicity of quinoline, 4- and 8-methylquinoline and benzoquinolines in newborn mice and rats. PubMed: 2,2-Dialkyl-1,2-dihydroquinolines: cytochrome P-450 catalyzed N-alkylporphyrin formation, ferrochelatase inhibition, and induction of 5-aminolevulinic acid synthase activity. PubMed: Fungal metabolism of 4-methylprimaquine. PubMed: Metabolism of a potential 8-aminoquinoline antileishmanial drug in rat liver microsomes. PubMed: High-performance liquid chromatographic method for the analysis of a candidate 8-aminoquinoline antileishmanial drug using oxidative electrochemical detection. PubMed: Tumor-initiating activity of quinoline and methylated quinolines on the skin of SENCAR mice. PubMed: Study of artificial flavouring substances for mutagenicity in the Salmonella/microsome, Basc and micronucleus tests. PubMed: Quinoline and methylquinolines in cigarette smoke: comparative data and the effect of filtration. PubMed: Effect of carcinogenic components of cigarette smoke on in vivo production of murine interferon. PubMed: On the metabolism of quinoline and isoquinoline: possible molecular basis for differences in biological activities. PubMed: Microbial transformation of nitroaromatic compounds in sewage effluent. PubMed: Effect of sidestream tobacco smoke components on alpha/beta interferon production. PubMed: [Antimalarial 6-aminoquinolines. XIV. 6-(4-Diethylamino-1-methylbutylamino)-4-methoxy-2-methyl- and -2,4-dimethylquinolines with variations of substituents in positions 5 and 8]. PubMed: Synthesis and antimalarial activity of 8-[(1-alkyl-4-aminobutyl)amino]-6-methoxy-4-methylquinolines. PubMed: [Antimalarial 6-aminoquinolines. XIII. 5,8-Dialkoxyderivatives of 6-(4-diethylamino-1-methylbutylamino)-2-methyl- and 6-(4-diethylamino-1-methylbutylamino)-2,4-dimethylquinoline (author's transl)]. PubMed: Analogues of 8-[[6-(diethylamino) hexyl]amino]-6-methoxy-4-methylquinoline as candidate antileishmanial agents. PubMed: Synthesis of 2,4-disubstituted 6-methoxy-8-aminoquinoline analogues as potential antiparasitics. PubMed: Leishmaniasis: in search of new chemotherapeutic agents. PubMed: Primaquine analogues: derivatives of 4-amino-2-methoxyacridine. PubMed: [The reaction of heteroaromatic N-oxide with acid chloride and cyanide. IX. On p-tolylsulfonylation on side-chain carbon in 2-methylquinoline 1-oxide and related compounds (author's transl)]. PubMed: The antileishmanial activity of lepidines. PubMed: Toxic interaction of mixtures of two coal conversion effluent components (resorcinol and 6-methylquinoline) to Daphnia magna. PubMed: Antimalarials. 11. 2-Vinylogs of substituted 2-aryl-4-quinoline amino alcohols. PubMed: Chichibabin reaction. 3. Chichibabin reaction of 7-methylquinoline and migration of the methyl group in Friedel-Crafts reaction of N-(m-tolyl)- and N-)p-tolyl)-beta-chloropropionamide (studies on the syntheses of heterocyclic compounds. CCXV.