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N-Lauroylsarkosin

Lauroylsarcosine

HCID 7348
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
97-78-9
Standard-SMILES
CCCCCCCCCCCC(=O)N(C)CC(=O)O
InChIKey
BACYUWVYYTXETD-UHFFFAOYSA-N
Summenformel
C15H29NO3
Durchschnittliche Molmasse
271,4 g/mol
Monoisotopische Masse
271,21474379

Überblick

N-Lauroylsarcosine is a N-acyl-amino acid.

Namen und Bezeichner

Bevorzugter Name
Lauroylsarcosine
IUPAC
2-[dodecanoyl(methyl)amino]acetic acid
Lokaler Name
N-Lauroylsarkosin
Englischer Name
N-LAUROYLSARCOSINE
Summenformel
C15H29NO3
Molmasse
271.4

Namen und Synonyme

N-LAUROYLSARCOSINE97-78-9Lauroyl sarcosineGlycine, N-methyl-N-(1-oxododecyl)-LauroylsarcosineHamposyl LMaprosyl LSarcosyl LN-LaurylsarcosineN-Lauroyl sarcosinateCrodasinic L2-(N-methyldodecanamido)acetic acid
Weitere Namen anzeigen
N-DODECANOYL-N-METHYLGLYCINEN-LAURYL SARCOSINESARKOSYL LSarcosinate LHN-Lauroylsarkosin
Nikkol sarcosinate LHN-Lauroyl-N-methylaminoacetic acidLIJ19P3L6FNSC-96994LOWENOL L ACIDSarkosyn-lauroyl sarcosinen-lauroylsarcosinate

Datenbank-Bezeichner

CAS
97-78-9
PubChem CID
7348
DTXSID
DTXSID7042011
ChEMBL
CHEMBL1907464
ChEBI
CHEBI:183705
UNII
LIJ19P3L6F
EC Number
202-608-3

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4,5
Polarare Oberfläche (TPSA)
57,6 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
12
Schwere Atome
19
Formalladung
0
Komplexität
254

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
Cosmetics · 2 Einträge

Cosmetic ingredients (Lauroyl Sarcosine) -> CIR (Cosmetic Ingredient Review)

Cleansing; Surfactant; Antistatic; Hair conditioning

SurfactantsSurfactant
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description · 2 Einträge

Liquid

White hygroscopic powder; [Sigma-Aldrich MSDS]

Collision Cross Section170.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID7042011]

Physikochemische Eigenschaften

Schmelzpunkt
45 · 45-49 °C
Siedepunkt
413.2 · 413.2±28.0 °C(Predicted)
Dichte
0.97 · 0.97

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H315 (90.2%): Causes skin irritation [Warning Skin corrosion/irritation]

P260, P261, P264, P264+P265, P271, P280, P284, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P320, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 173 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Glycine, N-methyl-N-(1-oxododecyl)-

Glycine, N-methyl-N-(1-oxododecyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Glycine, N-methyl-N-(1-oxododecyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: N-lauroylsarcosine (EC: 202-608-3)

Glycine, N-methyl-N-(1-oxododecyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS] See Sarcosine hydrochloride.
Hazard Classes and CategoriesSkin Irrit. 2 (90.2%)

Toxikologische Informationen

Health EffectsAcyl sarcosines may cause irritation to the skin and eyes. They may also react to produce N-nitrososarcosine, which is believed to be carcinogenic. (A2881)

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

Acyl sarcosines can be absorbed following oral or dermal contact, while nitrosamines can enter the body via ingestion, inhalation, or dermal contact. Once in the body, nitrosamines are metabolized by cytochrome P-450 enzymes, which essentially activates them into carcinogens. Sarcosine is metabolized to glycine by the enzyme sarcosine dehydrogenase. (A2878, A2879, L1892)

MeSH Pharmacological Classification · 1 Eintrag

Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties.

Verwendung und Herstellung

Uses · 3 Einträge

CIR ingredient: Lauroyl Sarcosine

Permitted for use as an inert ingredient in non-food pesticide products; [EPA]

Acyl sarcosines are used as hair-conditioning agents and surfactant-cleansing agents in cosmetics, as well as to improve wetting and penetration of topical pharmaceutical products. Acyl sarcosines and their sodium salts are also used in the metal finishing and processing industries for their crystal modifying, anti-rust, and anti-corrosion properties. (A2881)

U.S. Production2023: 88,531 lb
Industry UsesSurfactant (surface active agent)
Household ProductsInformation on 25 consumer products that contain Lauroyl sarcosine in the following categories is provided:
Use ClassificationCosmetics -> Cleansing; Surfactant; Antistatic; Hair conditioning
General Manufacturing Information · 2 Einträge

Zugehörige Reaktionen

3
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 1114250
HRID 1114250als EduktTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
Reaktionsgleichung von HRID 1859370
HRID 1859370als Eduktuspto-grants-2003_03
Reaktionsgleichung von HRID 1859371
HRID 1859371als Eduktuspto-grants-2003_03

Notizen zur Verbindung

Wird geladen…

Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
Nikkaji
J110.239G
Dampfdruck
27.5 Pa · 27.5Pa at 25℃
storage temp.
Sealed in dry,Room Temperature
Löslichkeit
almost transparency in Methanol
Aggregatzustand
powder to lump to clear liquid
pka
3.62 · 3.62±0.10(Predicted)
Farbe
White or Colorless to Almost white or Almost colorless
Geruch (Odor)
100 % · at 100.00%. bland
Wasserlöslichkeit
500 mg/L · 500mg/L at 25℃
BRN
1792084 · 1792084
Kosmetik-Inhaltsstoffe Funktionen
ANTISTATICSURFACTANT - CLEANSINGCLEANSINGHAIR CONDITIONING
InChI
1S/C15H29NO3/c1-3-4-5-6-7-8-9-10-11-12-14(17)16(2)13-15(18)19/h3-13H2,1-2H3,(H,18,19)
InChIKey
BACYUWVYYTXETD-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCC(=O)N(C)CC(O)=O
LogP
4.1 · 4.1
CAS Datenbank
97 · 97-78-9(CAS DataBase Reference)
EPA chemische Informationen
Glycine, N-methyl-N-(1-oxododecyl)- (97-78-9)
Exposure Routes
Oral (A2881) ; inhalation (A2881) ; dermal (A2881)
Toxicity Summary · 3 Einträge

The CIR Expert Panel concluded that the following ingredients are safe as used in cosmetics when formulated to be non-irritating. The Expert Panel cautions that these ingredients should not be used in cosmetic products in which N-nitroso compounds can be found...Lauroyl Sarcosine...

Safe for use in cosmetics, with qualifications

While acyl sarcosines themselves are not toxic, they are nitrosating agents. Nitrosating agents may decompose and/or react to cause nitrosamine contamination. Nitrosamines are produced from secondary amines and amides in the presence of nitrite ions and are believed to be carcinogenic. The particular nitrosamine produced by acyl sarcosines is N-nitrososarcosine. Once in the body, nitrosamines are activated by cytochrome P-450 enzymes. They are then believed to induce their carcinogenic effects by forming DNA adducts at the N- and O-atoms. (L1889, L1890, A2878, A2879, A2880, A2881)

Signs and SymptomsAcyl sarcosines may cause irritation to the skin and eyes. (A2881)
Carcinogen ClassificationNo indication of carcinogenicity (not listed by IARC). (L135)

Sicherheitsdaten

F
3
wgk
1
tsca
TSCA listed
ridadr
UN 2811 6.1 / PGII
hs_code
29241990
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36
Speicherklasse
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
Acute Tox. 2 InhalationEye Dam. 1Skin Irrit. 2

Soap, Cleaning Compound, and Toilet Preparation Manufacturing

Glycine, N-methyl-N-(1-oxododecyl)-: ACTIVE

Anwendungen

VerwendenN-Lauroylsarcosine may be used as a permeation enhancer in the transdermal drug delivery formulations since it increases the fluidity of stratum corneum lipid structure of the skin

Anbieter100 Anbieter

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