DE19847149A1 - New pseudoceramide compounds useful for skin cleansing and care comprise N-acyl 2-amino-1-alkanol or 1-amino-2-alkanol derivatives - Google Patents

New pseudoceramide compounds useful for skin cleansing and care comprise N-acyl 2-amino-1-alkanol or 1-amino-2-alkanol derivatives

Info

Publication number
DE19847149A1
DE19847149A1 DE1998147149 DE19847149A DE19847149A1 DE 19847149 A1 DE19847149 A1 DE 19847149A1 DE 1998147149 DE1998147149 DE 1998147149 DE 19847149 A DE19847149 A DE 19847149A DE 19847149 A1 DE19847149 A1 DE 19847149A1
Authority
DE
Germany
Prior art keywords
octadecan
rac
linoleoyl
undecanoylamino
pentadecanoylamino
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
DE1998147149
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Max Planck Gesellschaft zur Foerderung der Wissenschaften eV
Original Assignee
Max Planck Gesellschaft zur Foerderung der Wissenschaften eV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Max Planck Gesellschaft zur Foerderung der Wissenschaften eV filed Critical Max Planck Gesellschaft zur Foerderung der Wissenschaften eV
Priority to DE1998147149 priority Critical patent/DE19847149A1/en
Priority to PCT/EP1999/007698 priority patent/WO2000021919A1/en
Publication of DE19847149A1 publication Critical patent/DE19847149A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/68—Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C235/08—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms

Abstract

Pseudoceramides (I) which are N-acyl 2-amino-1-alkanol or 1-amino-2-alkanol derivatives are new. Compounds of formula (Ia) or (Ib) are new: x = 9-17; y = 4-34; R1 = H or OR4; R2 = H, Me, Et or Q; Q = (CH2-CHOH-CH2O)zH; R3 = H or Q; R4 = H or OOC(CH2)wCH3; z = 1-6; w = 2-34; provided that R2 and R3 are not both Q. An Independent claim is also included for a process for preparing compounds of formula (Ia) or (Ib), without the indicated proviso.

Description

Die Erfindung betrifft neue Verbindungen mit ceramidartiger Struktur, hier als Pseudo-Ceramide bezeichnet, ihre Herstellung und ihre Verwendung. Die Bezeichnung "Pseudo" beruht auf der Tatsache, dass in den neuen Substanzen im Vergleich zu natürlichen Ceramiden die trans-Doppelbindung fehlt, zusätzliche Hydroxylgruppen in nicht natürlicher Anordnung vorliegen und die Position der Sauerstoff- und Stickstoffatome vertauscht werden kann.The invention relates to new compounds with a ceramide-like structure, here referred to as pseudo-ceramides, their preparation and their use. The Term "pseudo" is based on the fact that in the new Substances compared to natural ceramides have the trans double bond is missing, additional hydroxyl groups are not in a natural arrangement and the position of the oxygen and nitrogen atoms are reversed can.

Ceramide sind in verschiedener Form insbesondere im Säugetierhirn aber auch in Pflanzen vorkommende Verbindungen mit interessanten Eigenschaften. Ihr grundsätzlicher Aufbau besteht aus einem Sphingosinmolekül, welches miteiner langkettigen ω-Hydroxyfettsäure über Säureamidbindung verknüpft ist.Ceramides are in various forms, especially in the mammalian brain also compounds found in plants with interesting Characteristics. Their basic structure consists of one Sphingosine molecule, which with a long chain ω-hydroxy fatty acid over Acid amide bond is linked.

Bei den natürlich vorkommenden Ceramiden handelt es sich immer um Gemische, bei denen sowohl der Sphingosinrest als auch der Fettsäurerest unterschiedliche Kettenlängen aufweisen und daher die reinen Substanzen nur schwierig oder gar nicht zugänglich sind.The naturally occurring ceramides are always Mixtures in which both the sphingosine residue and the fatty acid residue have different chain lengths and therefore the pure substances are difficult or not accessible at all.

Es bestand daher ein Bedarf nach neuen Derivaten des Ceramidtyps mit veränderten oder/und verbesserten Eigenschaften gegenüber den natürlich vorkommenden Vertretern dieser Substanzklasse, welche in reiner Form zugänglich sind.There was therefore a need for new derivatives of the ceramide type changed or / and improved properties compared to the natural occurring representatives of this substance class, which in pure form are accessible.

Aufgabe der Erfindung ist daher die Erfüllung dieses Bedürfnisses. Eine weitere Aufgabe ist die Angabe eines Verfahrens, welches derartige Verbindungen besser zugänglich macht. The object of the invention is therefore to meet this need. A another task is to specify a method which such Make connections more accessible.  

Gelöst wird diese Aufgabe erfindungsgemäß durch Verbindungen der allgemeinen Formel Ia
According to the invention, this object is achieved by compounds of the general formula Ia

oder Ib
or Ib

worin
x = 9 bis 17
y = 4 bis 34
R1 = H, OR4
R2 = H, CH3, C2H5, (CH2-CHOH-CH2O)zH
R3 = H, (CH2-CHOH-CH2O)z, H
R4 = H, OOC-(CH2)w-CH3 z und z' = 1 bis 6
w = 2 bis 34
bedeuten,
wobei Verbindungen ausgeschlossen sind, in denen R2 und R3 gleichzeitig die Strukturelemente (CH2-CHOH-CH2O)zH bzw. (CH2-CHOH-CH2O)z, H darstellen.wherein
x = 9 to 17
y = 4 to 34
R 1 = H, OR 4
R 2 = H, CH 3 , C 2 H 5 , (CH 2 -CHOH-CH 2 O) z H
R 3 = H, (CH 2 -CHOH-CH 2 O) z , H
R 4 = H, OOC- (CH 2 ) w -CH 3 z and z '= 1 to 6
w = 2 to 34
mean,
whereby compounds are excluded in which R 2 and R 3 simultaneously represent the structural elements (CH 2 -CHOH-CH 2 O) z H or (CH 2 -CHOH-CH 2 O) z , H.

Bevorzugt enthalten die neuen Verbindungen der Erfindung mindestens einen Rest der Formel (CH2-CHOH-CH2O)zH. The new compounds of the invention preferably contain at least one radical of the formula (CH 2 -CHOH-CH 2 O) z H.

Bevorzugt werden weiterhin diejenigen Verbindungen, welche Fettsäuren mit 22 und mehr C-Atomen enthalten, insbesondere ω- Hydroxycarbonsäuren, die an der freien Hydroxylgruppe eine weitere Fettsäure als Ester tragen. Die Fettsäureester sind amidartig mit dem Stickstoffatom verbunden.Those compounds which are fatty acids are also preferred containing 22 and more carbon atoms, especially ω- Hydroxycarboxylic acids that have another on the free hydroxyl group Wear fatty acid as an ester. The fatty acid esters are amide-like with Nitrogen atom connected.

Weitere Modifikationen am Stickstoff oder auch am Sauerstoffatom beinhalten zusätzliche Hydroxylverbindungen, die über Epoxide oder Umsetzung mit geschützen Alkoholen erreicht werden können. Die auf diese Weise hergestellten "Pseudo"-Ceramide sind den natürlichen, in der Haut vorkommenden Ceramiden sehr ähnlich. Sie sind wasserlöslich und verhindern einen nicht erwünschten Wasserverlust und damit die Austrocknung der Haut. Deshalb werden Ceramide in vielen Wasch- und Pflegemitteln als Zusätze verwendet, um einen günstigen Effekt bei der Hautpflege zu erzielen.Further modifications to the nitrogen or the oxygen atom include additional hydroxyl compounds over or above epoxies Implementation with protected alcohols can be achieved. The on "Pseudo" ceramides produced in this way are the natural ones in the Skin-like ceramides very similar. They are water soluble and prevent unwanted water loss and thus the Dehydration of the skin. That is why ceramides are used in many washing and Care products used as additives to have a beneficial effect at the To achieve skin care.

Die Herstellung der erfindungsgemäßen Verbindungen der Formel Ia und Ib erfolgt, indem man eine Verbindung der allgemeinen Formel IIIa
The compounds of the formula Ia and Ib according to the invention are prepared by using a compound of the general formula IIIa

oder IIIb
or IIIb

selektiv mit einer Verbindung der allgemeinen Formel IV
selectively with a compound of general formula IV

worin Hal Cl oder Br bedeutet und x, y, R1, R2, R3, R4, z, z' und w die in Anspruch 1 angegebene Bedeutung haben, unter Bildung einer Säureamidbindung umsetzt.wherein Hal is Cl or Br and x, y, R 1 , R 2 , R 3 , R 4 , z, z 'and w have the meaning given in claim 1, with the formation of an acid amide bond.

Die zur Synthese der erfindungsgemäßen Verbindungen benötigten ω- substituierten Säuren HOOC-(CH2)y-CH2OH gewinnt man u. a. durch Spaltung von Riesenlactonen.The ω-substituted acids HOOC- (CH 2 ) y -CH 2 OH required for the synthesis of the compounds according to the invention are obtained, inter alia, by cleavage of giant lactones.

Zur Herstellung der Pseudo-Sphingosinfremdkörper wird die in der WO 94/09014 beschriebene Herstellung enantiomerenreiner Phosphoverbindungen im Prinzip verwendet. Dazu werden die Synthesewege A und B verwendet. Wenn der dort beschriebene Phosphorylierungsschritt entfällt, lassen sich aus den dort beschriebenen Zwischenverbindungen die Pseudo-Sphingosingrundkörper der erfindungsgemäßen Verbindungen gewinnen, nämlich
In principle, the production of enantiomerically pure phospho compounds described in WO 94/09014 is used to produce the pseudo-sphingosine foreign bodies. The synthetic routes A and B are used for this. If the phosphorylation step described there is omitted, the pseudo-sphingosing basic bodies of the compounds according to the invention can be obtained from the intermediate compounds described there, namely

  • 1. 1-Hydroxy-2-aminoalkane
    • a) natürlicher Konfiguration
    • b) nicht natürlicher Konfiguration
    • c) Racetame
    1. 1-Hydroxy-2-aminoalkanes
    • a) natural configuration
    • b) not natural configuration
    • c) Racetame
  • 2. 1-Amino-2-Hydroxyalkane
    • a) R-Konfiguration
    • b) S-Konfiguration
    • c) Racemate
    2. 1-amino-2-hydroxyalkanes
    • a) R configuration
    • b) S configuration
    • c) Racemate

Ein besonderer Vorteil der erfindungsgemäßen "Pseudo"-Ceramide ist ihre einfache und billige Herstellung. Da sich ihre Struktur von weitgehend natürlichen Bestandteilen ableitet, ist ihr Einsatz unbedenklich.A particular advantage of the "pseudo" ceramides according to the invention is their simple and cheap manufacture. Because their structure is largely of derives natural components, their use is harmless.

Die folgenden Beispiele erläutern die Erfindung.The following examples illustrate the invention.

Beispiel 1example 1 Einführung von freien Hydroxylgruppen am StickstoffIntroduction of free hydroxyl groups on nitrogen

Das freie Amin, z. B. 1-O-Benzyl-2-aminooctadecan oder 1-Amino-2-O- benzyl-octadecan wird in 2-Butanol gelöst und zu einer Lösung von Epoxid in 2-Butanol bei 95-100°C eingetropft, z. B. 1,2-Isopropyliden-glycero-3.1-O-glycidol, 0.1 Mol in 100 ml 2-Butanol, werden auf 95-100°C erhitzt (Rückfluß). Über einen Zeitraum von 60 min tropft man 0.1 Mol Amin in 100 ml 2-Butanol ein. Die Reaktion ist nach insgesamt 120 min beendet. Man extrahiert nach Zusatz von 200 ml Toluol und 400 ml Wasser das Produkt in die obere Toluolphase und erhält nach Entfernung des Lösungsmittels hauptsächlich N-(1,2-Isopropyliden­ d ihydroxypropyl-3.1-O.O-hydroxypropyl)-N-(2-[1-O-Benzyl]-octadecyl)-amin. Die Zwischenverbindung kann am Stickstoff ohne weitere Reinigung acyliert und die Benzylschutzgruppe mit Pd/C in Gegenwart von H2 entfernt werden. Zur Entfernung der lsopropyliden-Schutzgruppe wird das Produkt in 400 ml THF gelöst, mit 40 ml 2 N HCI versetzt und unter Rückfluß für 30 min auf 65-70°C erhitzt. Mit Behensäure als Fettsäurerest (Amidbindung) erhält man:
The free amine, e.g. B. 1-O-benzyl-2-aminooctadecane or 1-amino-2-O-benzyl-octadecane is dissolved in 2-butanol and added dropwise to a solution of epoxide in 2-butanol at 95-100 ° C, e.g. B. 1,2-isopropylidene-glycero-3,1-O-glycidol, 0.1 mol in 100 ml of 2-butanol, are heated to 95-100 ° C (reflux). 0.1 mol of amine in 100 ml of 2-butanol is added dropwise over a period of 60 min. The reaction is complete after a total of 120 min. After adding 200 ml of toluene and 400 ml of water, the product is extracted into the upper toluene phase and, after removal of the solvent, mainly N- (1,2-isopropylidene dihydroxypropyl-3.1-OO-hydroxypropyl) -N- (2- [1 -O-benzyl] octadecyl) amine. The intermediate compound can be acylated on nitrogen without further purification and the benzyl protective group removed with Pd / C in the presence of H 2 . To remove the isopropylidene protective group, the product is dissolved in 400 ml of THF, mixed with 40 ml of 2N HCl and heated to 65-70 ° C. under reflux for 30 minutes. With behenic acid as a fatty acid residue (amide bond) you get:

Das Produkt wird chromatographisch gereinigt und kann aus Alkohol oder Ethylmethylketon amorph gefällt werden. The product is purified by chromatography and can be made from alcohol or Ethyl methyl ketone can be precipitated amorphously.  

Beispiel 2Example 2 Einführung von freien Hydroxylgruppen am Kohlenstoffgrundgerüst über EthergruppierungenIntroduction of free hydroxyl groups on Carbon backbone over ether groupings

Käufliches 1-Octadecen wird in das Epoxid umgewandelt (siehe dazu Reaktionen in Patentanmeldung Phosphatidyloligoglycerine, Eibl 1996). Das Epoxid kann nun mit Hydroxylfunktionen-tragenden Verbindungen, wie beispielsweise 1,2-Isopropyliden-glycerin unter Öffnung des Epoxidrings zu folgender Verbindung umgesetzt werden:
Commercial 1-octadecene is converted into the epoxide (see reactions in patent application Phosphatidyloligoglycerine, Eibl 1996). The epoxide can now be reacted with hydroxyl-functional compounds, such as 1,2-isopropylidene-glycerol, by opening the epoxy ring to give the following compound:

Die Hydroxylgruppe in 2-Position kann nun wie in GI-1506 weiterbehandelt werden (Phthalimideinführung, Freilegung der Aminofunktion und Einführung der Säureamidgruppe).The hydroxyl group in the 2-position can now be treated as in GI-1506 (phthalimide introduction, exposure of the amino function and introduction the acid amide group).

Öffnung von Octadecenoxid mit 1,2-Isopropyliden-glycerinOpening of octadecene oxide with 1,2-isopropylidene glycerin

1,2-Isopropyliden-glycerin wird als Lösungsmittel verwendet. Zu 1 l 1,2- Isopropyliden-glycerin werden 0.1 Mol (ca. 6 g) KOH in pulverisierter Form gegeben. Man erhitzt auf 90 bis 100°C und gibt tropfenweise 1 Mol Octadecenoxid in 500 ml 1,2-Isopropylidenglycerin zu. Man erhitzt für weitere 4 Stunden auf 100°C, kühlt und entfernt das Lösungsmittel im Vakuum. Der Rückstand wird in 2 I Diisopropylether aufgenommen, gegen Wasser extrahiert und einrotiert. Nach Chromatographie erhält man 1-O- (1'.2'-Isopropyliden-dihydroxypropyl)-2-hydroxyoctadecan in einer Ausbeute von 60-70%. 1,2-isopropylidene glycerol is used as a solvent. 1 l 1,2- Isopropylidene glycerol becomes 0.1 mol (approx. 6 g) KOH in powdered form given. The mixture is heated to 90 to 100 ° C. and 1 mol is added dropwise Octadecene oxide in 500 ml of 1,2-isopropylidene glycerol. One heats for another 4 hours at 100 ° C, cools and removes the solvent in the Vacuum. The residue is taken up in 2 l of diisopropyl ether, against Extracted water and evaporated. After chromatography, 1-O- (1'.2'-Isopropylidene-dihydroxypropyl) -2-hydroxyoctadecane in one Yield 60-70%.  

Beispiel 3Example 3 Synthese von ω-Acylcarbonsäuren durch Veresterung der terminalen Hydroxylgruppe mit einer CarbonsäureSynthesis of ω-acylcarboxylic acids by esterification of the terminal hydroxyl group with a carboxylic acid

9.8 g (38 mmol) 15-Hydroxypentadecansäure in 100 ml THF wurden mit 0.5 g DMAP und 9.7 g (96 mmol) Triethylamin versetzt. Nach Zugabe einer Lösung aus 11.5 g (42 mmol) Palmitoylchlorid in 50 ml THF wurde 1 h bei 40°C gerührt. Die Reaktionslösung wurde mit 200 ml Methanol verdünnt (Bildung des Methylesters aus dem überschüssigen Säurechlorid) und 10 min stehengelassen. Das Reaktionsgemisch wurde mit 300 ml Diisopropylether versetzt, sukzessive mit 2 × 300 l N HCl und 300 ml Wasser gewaschen und das Lösungsmittel im Vakuum entfernt. Nach säulenchromatographischer Reinigung (Cyclohexan/Diisopropylether- Gradient; 9 : 1 bis 1 : 5) erhielt man 13.8 g (28 mmol, 73%) 15-Palmitoyl­ pentadecansäure.
M(C31H60O4): 496.81 g/mol; Rf: 0.65 (Diisopropylether)9.8 g (38 mmol) of 15-hydroxypentadecanoic acid in 100 ml of THF were mixed with 0.5 g of DMAP and 9.7 g (96 mmol) of triethylamine. After adding a solution of 11.5 g (42 mmol) of palmitoyl chloride in 50 ml of THF, the mixture was stirred at 40 ° C. for 1 h. The reaction solution was diluted with 200 ml of methanol (formation of the methyl ester from the excess acid chloride) and left to stand for 10 minutes. The reaction mixture was mixed with 300 ml of diisopropyl ether, washed successively with 2 × 300 l of NCl and 300 ml of water and the solvent was removed in vacuo. After purification by column chromatography (cyclohexane / diisopropyl ether gradient; 9: 1 to 1: 5), 13.8 g (28 mmol, 73%) of 15-palmitoyl pentadecanoic acid were obtained.
M (C 31 H 60 O 4 ): 496.81 g / mol; R f : 0.65 (diisopropyl ether)

Beispiel 4Example 4 Selektive Bildung einer Säureamidfunktion aus einer Hydroxylfunktion(en)- und einer Aminofunktion tragenden Ausgangsverbindung und einer (ω-substituierten) Carbonsäure:Selective formation of an acid amide function from a Hydroxyl function (s) - and an amino function Starting compound and a (ω-substituted) carboxylic acid:

Säurechlorid/Natriumacetat THF/ H2O Acid chloride / sodium acetate THF / H 2 O

Herstellung des SäurechloridsProduction of the acid chloride

1.0 g (2.0 mmol) 15-Palmitoyl-pentadecansäure in 30 ml Toluol wurden mit 0.4 g (3.2 mmol) Oxalylchlorid versetzt und eine Stunde auf 50°C erhitzt (Einleiten des entstehenden Chlorwasserstoffs in eine konzentrierte KOH- Lösung). Nach Abkühlung auf 10°C wurde eine Lösung aus 7.8 g Natriumchlorid in 200 ml Wasser zugefügt und so lange gerührt, bis keine Gasentwicklung mehr zu erkennen war. Es wurde mit 100 ml Toluol versetzt und das Lösungsmittel der organischen Phase im Vakuum entfernt. Das Produkt konnte ohne weitere Aufarbeitung in die nachfolgende Reaktion eingesetzt werden.1.0 g (2.0 mmol) of 15-palmitoyl-pentadecanoic acid in 30 ml of toluene were mixed with 0.4 g (3.2 mmol) of oxalyl chloride are added and the mixture is heated at 50 ° C. for one hour (Introduce the resulting hydrogen chloride into a concentrated KOH Solution). After cooling to 10 ° C, a solution of 7.8 g Added sodium chloride in 200 ml of water and stirred until none Gas evolution was more noticeable. It was mixed with 100 ml of toluene added and the solvent of the organic phase removed in vacuo. The product could be used in the subsequent reaction without further work-up be used.

Darstellung von (2S)-2-(15-Palmitoyl-pentadecanoylamino)-octadecan-1- olPreparation of (2S) -2- (15-palmitoyl-pentadecanoylamino) -octadecan-1- oil

0.6 g (2.1 mmol) (2S)-2-Amino-octadecan-1-ol wurden in 30 ml THF gelöst und mit 50 m) 50%iger Natriumacetatlösung versetzt. Unter kräftigem Rühren ließ man langsam eine Lösung des nach der obigen Reaktionsvorschrift hergestellten 15-Palmitoyl-pentadecansäurechlorids in 20 ml THF zutropfen. Nach 5 stündigem Rühren wurde mit 50 ml Ethylacetat versetzt, dis Phasen getrennt und nacheinander mit jeweils 50 ml ges. NaHCO3-Lösung und Wasser gewaschen. Nach Trocknung über Natriumsulfat wurde das Lösungsmittel im Vakuum entfernt. Nach Umkristallisation aus Methanol erhielt man 1.4 g (1.8 mmol, 92%) (2S)-2- (15-Palmitoyl-pentadecanoylamino)-octadecan-1-ol. M(C49H97NO4): 764.31 g/mol0.6 g (2.1 mmol) (2S) -2-amino-octadecan-1-ol were dissolved in 30 ml THF and 50 m) 50% sodium acetate solution was added. A solution of the 15-palmitoyl-pentadecanoic acid chloride prepared in accordance with the above reaction instructions in 20 ml of THF was slowly added dropwise with vigorous stirring. After stirring for 5 hours, 50 ml of ethyl acetate were added, the phases were separated and successively sat with 50 ml each time. NaHCO 3 solution and water washed. After drying over sodium sulfate, the solvent was removed in vacuo. After recrystallization from methanol, 1.4 g (1.8 mmol, 92%) of (2S) -2- (15-palmitoyl-pentadecanoylamino) -octadecan-1-ol were obtained. M (C 49 H 97 NO 4 ): 764.31 g / mol

2-(ω-Acyl-alkanoyrlamino)-alkan-1-ole 2- (ω-acylalkanoyrlamino) alkan-1-ols

(x = 7-19; R1 = OOC-(CH2)w CH3; w = 12-24; R2 = H; R3 = H)(x = 7-19; R 1 = OOC- (CH 2 ) w CH 3 ; w = 12-24; R 2 = H; R 3 = H)

Enantiomerenreine Verbindungen mit (S)-Konfiguration am C-Atom 2Enantiomerically pure compounds with (S) configuration at the C atom 2

1) (2S)-2-(11-Lauroyl-undecanoylamino)-octadecan-1-ol
C41 1) (2S) -2- (11-lauroyl-undecanoylamino) octadecan-1-ol
C 41

H81 H 81

NO4 NO 4

708.21
2) (2S)-2-(11-Myristoyl-undecanoylamino)-octadecan-1-ol
C43 708.21
2) (2S) -2- (11-myristoyl-undecanoylamino) octadecan-1-ol
C 43

H85 H 85

NO4 NO 4

680.15
3) (2S)-2-(11-Palmitoyl-undecanoylamino-octadecan-1-ol
C45 680.15
3) (2S) -2- (11-palmitoyl-undecanoylamino-octadecan-1-ol
C 45

H89 H 89

NO4 NO 4

708.21
4) (2S)-2-(11-Oleoyl-undecanoylamino)-octadecan-1-ol
C47 708.21
4) (2S) -2- (11-oleoyl-undecanoylamino) octadecan-1-ol
C 47

H91 H 91

NO4 NO 4

734.24
5) (2S)-2-(11-Erucoyl-undecanoylamino)-octadecan-1-ol
C51 734.24
5) (2S) -2- (11-Erucoyl-undecanoylamino) octadecan-1-ol
C 51

H99 H 99

NO4 NO 4

790.35
6) (2S)-2-(11-Linoleoyl-undecanoylamino)-octadecan-1-ol
C47 790.35
6) (2S) -2- (11-Linoleoyl-undecanoylamino) octadecan-1-ol
C 47

H89 H 89

NO4 NO 4

732.23
7) (2S)-2-(11-Arachinoyl-undecanoylamino)-octadecan-1-ol
C49 732.23
7) (2S) -2- (11-arachinoyl-undecanoylamino) octadecan-1-ol
C 49

H87 H 87

NO4 NO 4

754.23
8) (2S)-2-(15-Lauroyl-pentadecanoylamino)-octadecan-1-ol
C45 754.23
8) (2S) -2- (15-lauroyl-pentadecanoylamino) octadecan-1-ol
C 45

H89 H 89

NO4 NO 4

652.10
9) (2S)-2-(15-Myristoyl-pentadecanoylamino)-octadecan-1-ol
C47 652.10
9) (2S) -2- (15-myristoyl-pentadecanoylamino) octadecan-1-ol
C 47

H93 H 93

NO4 NO 4

736.25
10) (2S)-2-(15-Palmitoyl-pentadecanoylamino)-octadecan-1-ol
C49 736.25
10) (2S) -2- (15-palmitoyl-pentadecanoylamino) octadecan-1-ol
C 49

H97 H 97

NO4 NO 4

764.31
11) (2S)-2-(15-Oleoyl-pentadecanoylamino)-octadecan-1-ol
C51 764.31
11) (2S) -2- (15-oleoyl-pentadecanoylamino) octadecan-1-ol
C 51

H99 H 99

NO4 NO 4

790.35
12) (2S)-2-(15-Erucoyl-pentadecanoylamino)-octadecan-1-ol
C55 790.35
12) (2S) -2- (15-erucoyl-pentadecanoylamino) octadecan-1-ol
C 55

H107 H 107

NO4 NO 4

846.46
13) (2S)-2-(15-Linoleoyl-pentadecanoylamino)-octadecan-1-ol
C51 846.46
13) (2S) -2- (15-Linoleoyl-pentadecanoylamino) octadecan-1-ol
C 51

H97 H 97

NO4 NO 4

788.34
14) (2S)-2-(15-Arachinoyl-pentadecanoylamino)-octadecan-1-ol
C53 788.34
14) (2S) -2- (15-arachinoyl-pentadecanoylamino) octadecan-1-ol
C 53

H95 H 95

NO4 NO 4

810.34
15) (2S)-2-(16-Lauroyl-hexadecanoylamino)-octadecan-1-ol
C46 810.34
15) (2S) -2- (16-lauroyl-hexadecanoylamino) octadecan-1-ol
C 46

H91 H 91

NO4 NO 4

722.23
16) (2S)-2-(16-Myristoyl-hexadecanoylamino)-octadecan-1-ol
C48 722.23
16) (2S) -2- (16-myristoyl-hexadecanoylamino) octadecan-1-ol
C 48

H95 H 95

NO4 NO 4

750.29
17) (2S)-2-(16-Palmitoyl-hexadecanoylamino)-octadecan-1-ol
C50 750.29
17) (2S) -2- (16-palmitoylhexadecanoylamino) octadecan-1-ol
C 50

H99 H 99

NO4 NO 4

778.34
18) (2S)-2-(16-Oleoyl-hexadecanoylamino)-octadecan-1-ol
C52 778.34
18) (2S) -2- (16-oleoylhexadecanoylamino) octadecan-1-ol
C 52

H101 H 101

NO4 NO 4

804.38
19) (2S)-2-(16-Erucoyl-hexadecanoylamino)-octadecan-1-ol
C56 804.38
19) (2S) -2- (16-Erucoyl-hexadecanoylamino) octadecan-1-ol
C 56

H109 H 109

NO4 NO 4

860.49
20) (2S)-2-(16-Linoleoyl-hexadecanoylamino)-octadecan-1-ol
C52 860.49
20) (2S) -2- (16-Linoleoyl-hexadecanoylamino) octadecan-1-ol
C 52

H99 H 99

NO4 NO 4

802.36
21) (2S)-2-(16-Arachinoyl-hexadecanoylamino)-octadecan-1-ol
C54 802.36
21) (2S) -2- (16-arachinoyl-hexadecanoylamino) octadecan-1-ol
C 54

H97 H 97

NO4 NO 4

824.37
22) (2S)-2-(30-Lauroyl-triacontanoylamino)-octadecan-1-ol
C60 824.37
22) (2S) -2- (30-lauroyl-triacontanoylamino) octadecan-1-ol
C 60

H119 H 119

NO4 NO 4

918.61
23) (2S)-2-(30-Myristoyl-triacontanoylamino)-octadecan-1-ol
C62 918.61
23) (2S) -2- (30-myristoyl-triacontanoylamino) octadecan-1-ol
C 62

H123 H 123

NO4 NO 4

946.66
24) (2S)-2-(30-Palmitoyl-triacontanoylamino)-octadecan-1-ol
C64 946.66
24) (2S) -2- (30-palmitoyl-triacontanoylamino) octadecan-1-ol
C 64

H127 H 127

NO4 NO 4

974.72
25) (2S)-2-(30-Oleoyl-triacontanoylamino)-octadecan-1-ol
C66 974.72
25) (2S) -2- (30-oleoyl-triacontanoylamino) octadecan-1-ol
C 66

H129 H 129

NO4 NO 4

1000.75
26) (2S)-2-(30-Erucoyl-triacontanoylamino)-octadecan-1-ol
C7O 1000.75
26) (2S) -2- (30-Erucoyl-triacontanoylamino) octadecan-1-ol
C 7O

H137 H 137

NO4 NO 4

1056.86
27) (2S)-2-(30-Linoleoyl-triacontanoylamino)-octadecan-1-ol
C66 1056.86
27) (2S) -2- (30-Linoleoyl-triacontanoylamino) octadecan-1-ol
C 66

H127 H 127

NO4 NO 4

998.74
28) (2S)-2-(30-Arachinoyl-triacontanoylamino)-octadecan-1-ol
C68 998.74
28) (2S) -2- (30-arachinoyl-triacontanoylamino) octadecan-1-ol
C 68

H125 H 125

NO4 NO 4

1020.741020.74

Enantiomerenreine Verbindungen mit (R)-Konfiguration am C-Atom 2Enantiomerically pure compounds with the (R) configuration at the C atom 2

29) (2R)-2-(11-Lauroyl-undecanoylamino)-octadecan-1-ol
C41 29) (2R) -2- (11-lauroyl-undecanoylamino) octadecan-1-ol
C 41

H81 H 81

NO4 NO 4

708.21
30) (2R)-2-(11-Myristoyl-undecanoylamino)-octadecan-1-ol
C43 708.21
30) (2R) -2- (11-myristoyl-undecanoylamino) octadecan-1-ol
C 43

H85 H 85

NO4 NO 4

680.15
31) (2R)-2-(11-Palmitoyl-undecanoylamino)-octadecan-1-ol
C45 680.15
31) (2R) -2- (11-palmitoyl-undecanoylamino) octadecan-1-ol
C 45

H89 H 89

NO4 NO 4

708.21
32) (2R)-2-(11-Oleoyl-undecanoylamino)-octadecan-1-ol
C47 708.21
32) (2R) -2- (11-oleoyl-undecanoylamino) octadecan-1-ol
C 47

H91 H 91

NO4 NO 4

734.24
33) (2R)-2-(11-Erucoyl-undecanoylamino)-octadecan-1-ol
C51 734.24
33) (2R) -2- (11-erucoyl-undecanoylamino) octadecan-1-ol
C 51

H99 H 99

NO4 NO 4

790.35
34) (2R)-2-(11-Linoleoyl-undecanoylamino)-octadecan-1-ol
C47 790.35
34) (2R) -2- (11-linoleoyl-undecanoylamino) octadecan-1-ol
C 47

H89 H 89

NO4 NO 4

732.23
35) (2R)-2-(11-Arachinoyl-undecanoylamino)-octadecan-1-ol
C49 732.23
35) (2R) -2- (11-arachinoyl-undecanoylamino) octadecan-1-ol
C 49

H87 H 87

NO4 NO 4

754.23
36) (2R)-2-(15-Lauroyl-pentadecanoylaminol-octadecan-1-ol
C45 754.23
36) (2R) -2- (15-lauroyl-pentadecanoylaminol-octadecan-1-ol
C 45

H89 H 89

NO4 NO 4

652.10
37) (2R)-2-(15-Myristoyl-pentadecanoylamino)-octadecan-1-ol
C47 652.10
37) (2R) -2- (15-myristoyl-pentadecanoylamino) octadecan-1-ol
C 47

H93 H 93

NO4 NO 4

736.25
38) (2R)-2-(15-Palmitoyl-pentadecanoylamino)-octadecan-1-ol
C49 736.25
38) (2R) -2- (15-palmitoyl-pentadecanoylamino) octadecan-1-ol
C 49

H97 H 97

NO4 NO 4

764.31
39) (2R)-2-(15-Oleoyl-pentadecanoylamino)-octadecan-1-ol
C51 764.31
39) (2R) -2- (15-oleoyl-pentadecanoylamino) octadecan-1-ol
C 51

H99 H 99

NO4 NO 4

790.35
40) (2R)-2-(15-Erucoyl-pentadecanoylamino)-octadecan-1-ol
C55 790.35
40) (2R) -2- (15-erucoyl-pentadecanoylamino) octadecan-1-ol
C 55

H107 H 107

NO4 NO 4

846.46
41) (2R)-2-(15-Linoleoyl-pentadecanoylamino)-octadecan-1-ol
C51 846.46
41) (2R) -2- (15-linoleoyl-pentadecanoylamino) octadecan-1-ol
C 51

H97 H 97

NO4 NO 4

788.34
42) (2R)-2-(15-Arachinoyl-pentadecanoylamino)-octadecan-1-ol
C53 788.34
42) (2R) -2- (15-arachinoyl-pentadecanoylamino) octadecan-1-ol
C 53

H95 H 95

NO4 NO 4

810.34
43) (2R)-2-(16-Lauroyl-hexadecanoylamino)-octadecan-1-ol
C46 810.34
43) (2R) -2- (16-lauroyl-hexadecanoylamino) octadecan-1-ol
C 46

H91 H 91

NO4 NO 4

722.23
44) (2R)-2-(16-Myristoyl-hexadecanoylamino)-octadecan-1-ol
C48 722.23
44) (2R) -2- (16-myristoyl-hexadecanoylamino) octadecan-1-ol
C 48

H95 H 95

NO4 NO 4

750.29
45) (2R)-2-(16-Palmitoyl-hexadecanoylamino)-octadecan-1-ol
C50 750.29
45) (2R) -2- (16-palmitoylhexadecanoylamino) octadecan-1-ol
C 50

H99 H 99

NO4 NO 4

778.34
46) (2R)-2-(16-Oleoyl-hexadecanoylamino)-octadecan-1-ol
C52 778.34
46) (2R) -2- (16-oleoylhexadecanoylamino) octadecan-1-ol
C 52

H101 H 101

NO4 NO 4

804.38
47) (2R)-2-(16-Erucoyl-hexadecanoylamino)-octadecan-1-ol
C56 804.38
47) (2R) -2- (16-erucoyl-hexadecanoylamino) octadecan-1-ol
C 56

H109 H 109

NO4 NO 4

860.49
48) (2R)-2-(16-Linoleoyl-hexadecanoylamino)-octadecan-1-ol
C52 860.49
48) (2R) -2- (16-linoleoyl-hexadecanoylamino) octadecan-1-ol
C 52

H99 H 99

NO4 NO 4

802.36
49) (2R)-2-(16-Arachinoyl-hexadecanoylamino)-octadecan-1-ol
C54 802.36
49) (2R) -2- (16-arachinoyl-hexadecanoylamino) octadecan-1-ol
C 54

H97 H 97

NO4 NO 4

824.37
50) (2R)-2-(30-Lauroyl-triacontanoylamino)-octadecan-1-ol
C60 824.37
50) (2R) -2- (30-lauroyl-triacontanoylamino) octadecan-1-ol
C 60

H119 H 119

NO4 NO 4

918.61
51) (2R)-2-(30-Myristoyl-triacontanoylamino)-octadecan-1-ol
C62 918.61
51) (2R) -2- (30-myristoyl-triacontanoylamino) octadecan-1-ol
C 62

H123 H 123

NO4 NO 4

946.66
52) (2R)-2-(30-Palmitoyl-triacontanoylamino)-octadecan-1-ol
C64 946.66
52) (2R) -2- (30-palmitoyl-triacontanoylamino) octadecan-1-ol
C 64

H127 H 127

NO4 NO 4

974.72
53) (2R)-2-(30-Oleoyl-triacontanoylamino)-octadecan-1-ol
C66 974.72
53) (2R) -2- (30-oleoyl-triacontanoylamino) octadecan-1-ol
C 66

H129 H 129

NO4 NO 4

1000.75
54) (2R)-2-(30-Erucoyl-triacontanoylamino)-octadecan-1-ol
C70 1000.75
54) (2R) -2- (30-erucoyl-triacontanoylamino) octadecan-1-ol
C 70

H137 H 137

NO4 NO 4

1056.86
55) (2R)-2-(30-Linoleoyl-triacontanoylamino)-octadecan-1-ol
C66 1056.86
55) (2R) -2- (30-linoleoyl-triacontanoylamino) octadecan-1-ol
C 66

H127 H 127

NO4 NO 4

998.74
56) (2R)-2-(30-Arachinoyl-triacontanoylamino)-octadecan-1-ol
C68 998.74
56) (2R) -2- (30-arachinoyl-triacontanoylamino) octadecan-1-ol
C 68

H125 H 125

NO4 NO 4

1020.741020.74

Racemische VerbindungenRacemic compounds

57) rac-2-(11-Lauroyl-undecanoylamino)-octadecan-1-ol
C41 57) rac-2- (11-lauroyl-undecanoylamino) octadecan-1-ol
C 41

H81 H 81

NO4 NO 4

708.21
58) rac-2-(11-Myristoyl-undecanoylamino)-octadecan-1-ol
C43 708.21
58) rac-2- (11-myristoyl-undecanoylamino) octadecan-1-ol
C 43

H85 H 85

NO4 NO 4

680.15
59) rac-2-(11-Palmitoyl-undecanoylamino)-octadecan-1-ol
C45 680.15
59) rac-2- (11-palmitoyl-undecanoylamino) octadecan-1-ol
C 45

H89 H 89

NO4 NO 4

708.21
60) rac-2-(11-Oleoyl-undecanoylamino)-octadecan-1-ol
C47 708.21
60) rac-2- (11-oleoyl-undecanoylamino) octadecan-1-ol
C 47

H91 H 91

NO4 NO 4

734.24
61) rac-2-(11-Erucoyl-undecanoylamino)-octadecan-1-ol
C51 734.24
61) rac-2- (11-erucoyl-undecanoylamino) octadecan-1-ol
C 51

H99 H 99

NO4 NO 4

790.35
62) rac-2-(11-Linoleoyl-undecanoylamino)-octadecan-1-ol
C47 790.35
62) rac-2- (11-linoleoyl-undecanoylamino) octadecan-1-ol
C 47

H89 H 89

NO4 NO 4

732.23
63) rac-2-(11-Arachinoyl-undecanoylamino)-octadecan-1-ol
C49 732.23
63) rac-2- (11-arachinoyl-undecanoylamino) octadecan-1-ol
C 49

H87 H 87

NO4 NO 4

754.23
64) rac-2-(15-Lauroyl-pentadecanoylamino)-octadecan-1-ol
C45 754.23
64) rac-2- (15-lauroyl-pentadecanoylamino) octadecan-1-ol
C 45

H89 H 89

NO4 NO 4

652.10
65) rac-2-(15-Myristoyl-pentadecanoylamino)-octadecan-1-ol
C47 652.10
65) rac-2- (15-myristoyl-pentadecanoylamino) octadecan-1-ol
C 47

H93 H 93

NO4 NO 4

736.25
66) rac-2-(15-Palmitoyl-pentadecanoylamino)-octadecan-1-ol
C49 736.25
66) rac-2- (15-palmitoyl-pentadecanoylamino) octadecan-1-ol
C 49

H97 H 97

N04 N0 4

764.31
67) rac-2-(15-Oleoyl-pentadecanoylamino)-octadecan-1-ol
C51 764.31
67) rac-2- (15-oleoyl-pentadecanoylamino) octadecan-1-ol
C 51

H99 H 99

NO4 NO 4

790.35
68) rac-2-(15-Erucoyl-pentadecanoylamino)-octadecan-1-ol
C55 790.35
68) rac-2- (15-erucoyl-pentadecanoylamino) octadecan-1-ol
C 55

H107 H 107

NO4 NO 4

846.46
69) rac-2-(15-Linoleoyl-pentadecanoylamino)-octadecan-1-ol
C51 846.46
69) rac-2- (15-linoleoyl-pentadecanoylamino) octadecan-1-ol
C 51

H97 H 97

NO4 NO 4

788.34
70) rac-2-(15-Arachinoyl-pentadecanoylamino)-octadecan-1-ol
C53 788.34
70) rac-2- (15-arachinoyl-pentadecanoylamino) octadecan-1-ol
C 53

H95 H 95

NO4 NO 4

810.34
71) rac-2-(16-Lauroyl-hexadecanoylamino)-octadecan-1-ol
C46 810.34
71) rac-2- (16-lauroyl-hexadecanoylamino) octadecan-1-ol
C 46

H91 H 91

NO4 NO 4

722.23
72) rac-2-(16-Myristoyl-hexadecanoylamino)-octadecan-1-ol
C48 722.23
72) rac-2- (16-myristoyl-hexadecanoylamino) octadecan-1-ol
C 48

H95 H 95

NO4 NO 4

750.29
73) rac-2-(16-Palmitoyl-hexadecanoylamino)-octadecan-1-ol
C50 750.29
73) rac-2- (16-palmitoyl-hexadecanoylamino) octadecan-1-ol
C 50

H99 H 99

NO4 NO 4

778.34
74) rac-2-(16-Oleoyl-hexadecanoylamino)-octadecan-1-ol
C52 778.34
74) rac-2- (16-oleoyl-hexadecanoylamino) octadecan-1-ol
C 52

H101 H 101

NO4 NO 4

804.38
75) rac-2-(16-Erucoyl-hexadecanoylamino)-octadecan-1-ol
C56 804.38
75) rac-2- (16-erucoyl-hexadecanoylamino) octadecan-1-ol
C 56

H109 H 109

NO4 NO 4

860.49
76) rac-2-(16-Linoleoyl-hexadecanoylamino)-octadecan-1-ol
C52 860.49
76) rac-2- (16-linoleoyl-hexadecanoylamino) octadecan-1-ol
C 52

H99 H 99

NO4 NO 4

802.36
77) rac-2-(16-Arachinoyl-hexadecanoylamino)-octadecan-1-ol
C54 802.36
77) rac-2- (16-arachinoyl-hexadecanoylamino) octadecan-1-ol
C 54

H97 H 97

NO4 NO 4

824.37
78) rac-2-(30-Lauroyl-triacontanoylamino)-octadecan-1-ol
C60 824.37
78) rac-2- (30-lauroyl-triacontanoylamino) octadecan-1-ol
C 60

H119 H 119

NO4 NO 4

918.61
79) rac-2-(30-Myristoyl-triacontanoylamino)-octadecan-1-ol
C62 918.61
79) rac-2- (30-myristoyl-triacontanoylamino) octadecan-1-ol
C 62

H123 H 123

NO4 NO 4

946.66
80) rac-2-(30-Palmitoyl-triacontanoylamino)-octadecan-1-ol
C64 946.66
80) rac-2- (30-palmitoyl-triacontanoylamino) octadecan-1-ol
C 64

H127 H 127

NO4 NO 4

974.72
81) rac-2-(30-Oleoyl-triacontanoylamino)-octadecan-1-ol
C66 974.72
81) rac-2- (30-oleoyl-triacontanoylamino) octadecan-1-ol
C 66

H129 H 129

NO4 NO 4

1000.75
82) rac-2-(30-Erucoyl-triacontanoylamino)-octadecan-1-ol
C70 1000.75
82) rac-2- (30-erucoyl-triacontanoylamino) octadecan-1-ol
C 70

H137 H 137

NO4 NO 4

1056.86
83) rac-2-(30-Linoleoyl-triacontanoylamino)-octadecan-1-ol
C66 1056.86
83) rac-2- (30-linoleoyl-triacontanoylamino) octadecan-1-ol
C 66

H127 H 127

NO4 NO 4

998.74
84) rac-2-(30-Arachinoyl-triacontanoylamino)-octadecan-1-ol
C66 998.74
84) rac-2- (30-arachinoyl-triacontanoylamino) octadecan-1-ol
C 66

H125 H 125

NO4 NO 4

1020.74
85) (2S)-2-(11-Lauroyl-undecanoylamino)-eicosan-1-ol
C43 1020.74
85) (2S) -2- (11-lauroyl-undecanoylamino) eicosan-1-ol
C 43

H85 H 85

NO4 NO 4

680.15
86) (2S)-2-(11-Myristoyl-undecanoylamino)-eicosan-1-ol
C45 680.15
86) (2S) -2- (11-myristoyl-undecanoylamino) eicosan-1-ol
C 45

H89 H 89

NO4 NO 4

708.21
87) (2S)-2-(11-Linoleoyl-undecanoylamino)-eicosan-1-ol
C49 708.21
87) (2S) -2- (11-Linoleoyl-undecanoylamino) eicosan-1-ol
C 49

H93 H 93

NO4 NO 4

760.28
88) (2S)-2-(15-Oleoyl-pentadecanoylamino)-eicosan-1-ol
C53 760.28
88) (2S) -2- (15-oleoyl-pentadecanoylamino) eicosan-1-ol
C 53

H103 H 103

NO4 NO 4

818.41
89) (2S)-2-(15-Erucoyl-pentadecanoylamino)-eicosan-1-ol
C57 818.41
89) (2S) -2- (15-Erucoyl-pentadecanoylamino) eicosan-1-ol
C 57

H111 H 111

NO4 NO 4

874. 51
90) (2S)-2-(15-Linoleoyl-pentadecanoylamino)-eicosan-1-ol
C53 874. 51
90) (2S) -2- (15-Linoleoyl-pentadecanoylamino) -eicosan-1-ol
C 53

H101 H 101

NO4 NO 4

816.39
91) (2S)-2-(16-Myristoyl-hexadecanoylamino)-eicosan-1-ol
C50 816.39
91) (2S) -2- (16-myristoylhexadecanoylamino) eicosan-1-ol
C 50

H99 H 99

NO4 NO 4

778.34
92) (2S)-2-(16-Erucoyl-hexadecanoylamino)-eicosan-1-ol
C58 778.34
92) (2S) -2- (16-Erucoyl-hexadecanoylamino) eicosan-1-ol
C 58

H113 H 113

NO4 NO 4

888.54
93) (2S)-2-(16-Linoleoyl-hexadecanoylamino)-eicosan-1-ol
C54 888.54
93) (2S) -2- (16-Linoleoyl-hexadecanoylamino) eicosan-1-ol
C 54

H103 H 103

NO4 NO 4

830.42
94.) (2S)-2-(30-Linoleoyl-triacontanoylamino)-eicosan-1-ol
C68 830.42
94.) (2S) -2- (30-Linoleoyl-triacontanoylamino) -eicosan-1-ol
C 68

H131 H 131

NO4 NO 4

1026.79
95) (2S)-2-(30-Arachinoyl-triacontanoylamino)-eicosan-1-ol
C70 1026.79
95) (2S) -2- (30-arachinoyl-triacontanoylamino) -eicosan-1-ol
C 70

H129 H 129

NO4 NO 4

1048. 80
96) (2R)-2-(11-Lauroyl-undecanoylamino)-eicosan-1-ol
C43 1048. 80
96) (2R) -2- (11-lauroyl-undecanoylamino) eicosan-1-ol
C 43

H85 H 85

NO4 NO 4

680.15
97) (2R)-2-(11-Myristoyl-undecanoylamino)-eicosan-1-ol
C45 680.15
97) (2R) -2- (11-myristoyl-undecanoylamino) eicosan-1-ol
C 45

H89 H 89

NO4 NO 4

708.21
98) (2R)-2-(11-Linoleoyl-undecanoylamino)-eicosan-1-ol
C49 708.21
98) (2R) -2- (11-linoleoyl-undecanoylamino) eicosan-1-ol
C 49

H93 H 93

NO4 NO 4

760.28
99) (2R)-2-(15-Oleoyl-pentadecanoylamino)-eicosan-1-o)
C53 760.28
99) (2R) -2- (15-oleoyl-pentadecanoylamino) -eicosan-1-o)
C 53

H103 H 103

NO4 NO 4

818.41
100) (2R)-2-(15-Erucoyl-pentadecanoylamino)-eicosan-1-ol
C57 818.41
100) (2R) -2- (15-erucoyl-pentadecanoylamino) eicosan-1-ol
C 57

H111 H 111

NO4 NO 4

874.51
101) (2R)-2-(15-Linoleoyl-pentadecanoylamino)-eicosan-1-ol
C53 874.51
101) (2R) -2- (15-Linoleoyl-pentadecanoylamino) -eicosan-1-ol
C 53

H101 H 101

NO4 NO 4

816.39
102) (2R)-2-(16-Myristoyl-hexadecanoylamino)-eicosan-1-ol
C5O 816.39
102) (2R) -2- (16-myristoyl-hexadecanoylamino) eicosan-1-ol
C 5O

H99 H 99

NO4 NO 4

778.34
103) (2R)-2-(16-Erucoyl-hexadecanoylamino)-eicosan-1-ol
C58 778.34
103) (2R) -2- (16-Erucoyl-hexadecanoylamino) eicosan-1-ol
C 58

H113 H 113

NO4 NO 4

888.54
104) (2R)-2-(16-Linoleoyl-hexadecanoylamino)-eicosan-1-ol
C54 888.54
104) (2R) -2- (16-Linoleoyl-hexadecanoylamino) eicosan-1-ol
C 54

H103 H 103

NO4 NO 4

830.42
105) (2R)-2-(30-Linoleoyl-triacontanoylamino)-eicosan-1-ol
C68 830.42
105) (2R) -2- (30-linoleoyl-triacontanoylamino) eicosan-1-ol
C 68

H131 H 131

NO4 NO 4

1026.79
106) (2R)-2-(30-Arachinoyl-triacontanoylamino)-eicosan-1-ol
C70 1026.79
106) (2R) -2- (30-arachinoyl-triacontanoylamino) eicosan-1-ol
C 70

H129 H 129

NO4 NO 4

1048.80
107) rac-2-(11-Lauroyl-undecanoylamino)-eicosan-1-ol
C43 1048.80
107) rac-2- (11-lauroyl-undecanoylamino) eicosan-1-ol
C 43

H85 H 85

NO4 NO 4

680.15
108) rac-2-(11-Myristoyl-undecanoylamino)-eicosan-1-ol
C45 680.15
108) rac-2- (11-myristoyl-undecanoylamino) eicosan-1-ol
C 45

H89 H 89

NO4 NO 4

708.21
109) rac-2-(11-Linoleoyl-undecanoylamino)-eicosan-1-ol
C49 708.21
109) rac-2- (11-linoleoyl-undecanoylamino) eicosan-1-ol
C 49

H93 H 93

NO4 NO 4

760.28
110) rac-2-(15-Oleoyl-pentadecanoylamino)-eicosan-1-ol
C53 760.28
110) rac-2- (15-oleoyl-pentadecanoylamino) eicosan-1-ol
C 53

H103 H 103

NO4 NO 4

818.41
111) rac-2-(15-Erucoyl-pentadecanoylamino)-eicosan-1-ol
C57 818.41
111) rac-2- (15-erucoyl-pentadecanoylamino) eicosan-1-ol
C 57

H111 H 111

NO4 NO 4

874.51
112) rac-2-(15-Linoleoyl-pentadecanoylamino)-eicosan-1-ol
C53 874.51
112) rac-2- (15-linoleoyl-pentadecanoylamino) eicosan-1-ol
C 53

H101 H 101

NO4 NO 4

816.39
113) rac-2-(16-Myristoyl-hexadecanoylamino)-eicosan-1-ol
C50 816.39
113) rac-2- (16-myristoyl-hexadecanoylamino) eicosan-1-ol
C 50

H99 H 99

NO4 NO 4

778.34
114) rac-2-(16-Erucoyl-hexadecanoylamino)-eicosan-1-ol
C58 778.34
114) rac-2- (16-erucoyl-hexadecanoylamino) eicosan-1-ol
C 58

H113 H 113

NO4 NO 4

888.54
115) rac-2-(16-Linoleoyl-hexadecanoylamino)-eicosan-1-ol
C54 888.54
115) rac-2- (16-linoleoyl-hexadecanoylamino) eicosan-1-ol
C 54

H103 H 103

NO4 NO 4

830.42
116) rac-2-(30-Linoleoyl-triacontanoylamino)-eicosan-1-ol
C68 830.42
116) rac-2- (30-linoleoyl-triacontanoylamino) eicosan-1-ol
C 68

H131 H 131

NO4 NO 4

1026.79
117) rac-2-(30-Arachinoyl-triacontanoylamino)-eicosan-1-ol
C70 1026.79
117) rac-2- (30-arachinoyl-triacontanoylamino) eicosan-1-ol
C 70

H129 H 129

NO4 NO 4

1048.801048.80

1-(ω-Acyl-alkanoylamino)-alkan-2-ole1- (ω-acylalkanoylamino) alkan-2-ols

(x = 7-19; R1 = OOC-(CH2)w CH3; w = 12-24; R2 = H; R3 = H)(x = 7-19; R 1 = OOC- (CH 2 ) w CH 3 ; w = 12-24; R 2 = H; R 3 = H)

Enantiomerenreine Verbindungen mit (S)-Konfiguration am C-Atom 2Enantiomerically pure compounds with (S) configuration at the C atom 2

118) (2S)-1-(11-Lauroyl-undecanoylamino)-octadecan-2-ol
C41 118) (2S) -1- (11-lauroyl-undecanoylamino) octadecan-2-ol
C 41

H81 H 81

NO4 NO 4

708.21
119) (2S)-1-(11-Myristoyl-undecanoylamino)-octadecan-2-ol
C43 708.21
119) (2S) -1- (11-myristoyl-undecanoylamino) octadecan-2-ol
C 43

H85 H 85

NO4 NO 4

680.15
120) (2S)-1-(11-Palmitoyl-undecanoylamino)-octadecan-2-ol
C45 680.15
120) (2S) -1- (11-palmitoyl-undecanoylamino) octadecan-2-ol
C 45

H89 H 89

NO4 NO 4

708.21
121) (2S)-1-(11-Oleoyl-undecanoylamino)-octadecan-2-ol
C47 708.21
121) (2S) -1- (11-oleoyl-undecanoylamino) octadecan-2-ol
C 47

H91 H 91

NO4 NO 4

734.24
122) (2S)-1-(11-Erucoyl-undecanoylamino)-octadecan-2-ol
C51 734.24
122) (2S) -1- (11-Erucoyl-undecanoylamino) octadecan-2-ol
C 51

H99 H 99

NO4 NO 4

790.35
123) (2S)-1-(11-Linoleoyl-undecanoylamino)-octadecan-2-ol
C47 790.35
123) (2S) -1- (11-Linoleoyl-undecanoylamino) octadecan-2-ol
C 47

H89 H 89

NO4 NO 4

732.23
124) (2S)-1-(11-Arachinoyl-undecanoylamino)-octadecan-2-ol
C49 732.23
124) (2S) -1- (11-arachinoyl-undecanoylamino) octadecan-2-ol
C 49

H67 H 67

NO4 NO 4

754.23
125) (2S)-1-(15-Lauroyl-pentadecanoylamino)-octadecan-2-ol
C45 754.23
125) (2S) -1- (15-lauroyl-pentadecanoylamino) octadecan-2-ol
C 45

H89 H 89

NO4 NO 4

652.10
126) (2S)-1-(15-Myristoyl-pentadecanoylamino)-octadecan-2-ol
C47 652.10
126) (2S) -1- (15-myristoyl-pentadecanoylamino) octadecan-2-ol
C 47

H93 H 93

NO4 NO 4

736.25
127) (2S)-1-(15-Palmitoyl-pentadecanoylamino)-octadecan-2-ol
C49 736.25
127) (2S) -1- (15-palmitoyl-pentadecanoylamino) octadecan-2-ol
C 49

H97 H 97

NO4 NO 4

764.31
128) (2S)-1-(15-Oleoyl-pentadecanoylamino)-octadecan-2-ol
C51 764.31
128) (2S) -1- (15-oleoyl-pentadecanoylamino) octadecan-2-ol
C 51

H99 H 99

NO4 NO 4

790.35
129) (2S)-1-(15-Erucoyl-pentadecanoylamino)-octadecan-2-ol
C55 790.35
129) (2S) -1- (15-erucoyl-pentadecanoylamino) octadecan-2-ol
C 55

H107 H 107

NO4 NO 4

846.46
130) (2S)-1-(15-Linoleoyl-pentadecanoylamino)-octadecan-2-ol
C51 846.46
130) (2S) -1- (15-Linoleoyl-pentadecanoylamino) octadecan-2-ol
C 51

H97 H 97

NO4 NO 4

788.34
131) (2S)-1-(15-Arachinoyl-pentadecanoylamino)-octadecan-2-ol
C53 788.34
131) (2S) -1- (15-arachinoyl-pentadecanoylamino) octadecan-2-ol
C 53

H95 H 95

NO4 NO 4

810.34
132) (2S)-1-(16-Lauroyl-hexadecanoylamino)-octadecan-2-ol
C46 810.34
132) (2S) -1- (16-lauroyl-hexadecanoylamino) octadecan-2-ol
C 46

H91 H 91

NO4 NO 4

722.23
133) (2S)-1-(16-Myristoyl-hexadecanoylamino)-octadecan-2-ol
C48 722.23
133) (2S) -1- (16-myristoyl-hexadecanoylamino) octadecan-2-ol
C 48

H95 H 95

NO4 NO 4

750.29
134) (2S)-1-(16-Palmitoyl-hexadecanoylamino)-octadecan-2-ol
C50 750.29
134) (2S) -1- (16-palmitoylhexadecanoylamino) octadecan-2-ol
C 50

H99 H 99

NO4 NO 4

778.34
135) (2S)-1-(16-Oleoyl-hexadecanoylamino)-octadecan-2-ol
C52 778.34
135) (2S) -1- (16-oleoylhexadecanoylamino) octadecan-2-ol
C 52

H101 H 101

NO4 NO 4

804.38
136) (2S)-1-(16-Erucoyl-hexadecanoylamino)-octadecan-2-ol
C56 804.38
136) (2S) -1- (16-erucoyl-hexadecanoylamino) octadecan-2-ol
C 56

H109 H 109

NO4 NO 4

860.49
137) (2S)-1-(16-Linoleoyl-hexadecanoylamino)-octadecan-2-ol
C52 860.49
137) (2S) -1- (16-Linoleoyl-hexadecanoylamino) octadecan-2-ol
C 52

H99 H 99

NO4 NO 4

802.36
138) (2S)-1-(16-Arachinoyl-hexadecanoylamino)-octadecan-2-ol
C54 802.36
138) (2S) -1- (16-arachinoyl-hexadecanoylamino) octadecan-2-ol
C 54

H97 H 97

NO4 NO 4

824.37
139) (2S)-1-(30-Lauroyl-triacontanoylamino)-octadecan-2-ol
C60 824.37
139) (2S) -1- (30-lauroyl-triacontanoylamino) octadecan-2-ol
C 60

H119 H 119

NO4 NO 4

918.61
140) (2S)-1-(30-Myristoyl-triacontanoylamino)-octadecan-2-ol
C62 918.61
140) (2S) -1- (30-myristoyl-triacontanoylamino) octadecan-2-ol
C 62

H123 H 123

NO4 NO 4

946.66
141) (2S)-1-(30-Palmitoyl-triacontanoylamino)-octadecan-2-ol
C64 946.66
141) (2S) -1- (30-palmitoyl-triacontanoylamino) octadecan-2-ol
C 64

H127 H 127

NO4 NO 4

974.72
142) (2S)-1-(30-Oleoyl-triacontanoylamino)-octadecan-2-ol
C66 974.72
142) (2S) -1- (30-oleoyl-triacontanoylamino) octadecan-2-ol
C 66

H129 H 129

NO4 NO 4

1000.75
143) (2S)-1-(30-Erucoyl-triacontanoylamino)-octadecan-2-ol
C70 1000.75
143) (2S) -1- (30-erucoyl-triacontanoylamino) octadecan-2-ol
C 70

H137 H 137

NO4 NO 4

1056.86
144) (2S)-1-(30-Linoleoyl-triacontanoylamino)-octadecan-2-ol
C66 1056.86
144) (2S) -1- (30-linoleoyl-triacontanoylamino) octadecan-2-ol
C 66

H127 H 127

NO4 NO 4

998.74
145) (2S)-1-(30-Arachinoyl-triacontanoylamino)-octadecan-2-ol
C68 998.74
145) (2S) -1- (30-arachinoyl-triacontanoylamino) octadecan-2-ol
C 68

H125 H 125

NO4 NO 4

1020.741020.74

Enantiomerenreine Verbindungen mit (R)-Konfiguration am C-Atom 2Enantiomerically pure compounds with the (R) configuration at the C atom 2

146) (2R)-1-(11-Lauroyl-undecanoylamino)-octadecan-2-ol
C41 146) (2R) -1- (11-lauroyl-undecanoylamino) octadecan-2-ol
C 41

H81 H 81

NO4 NO 4

708.21
147) (2R)-1-(11-Myristoyl-undecanoylamino)-octadecan-2-ol
C43 708.21
147) (2R) -1- (11-myristoyl-undecanoylamino) octadecan-2-ol
C 43

H85 H 85

NO4 NO 4

680.15
148) (2R)-1-(11-Palmitoyl-undecanoylamino)-octadecan-2-ol
C45 680.15
148) (2R) -1- (11-palmitoyl-undecanoylamino) octadecan-2-ol
C 45

H89 H 89

NO4 NO 4

708.21
149) (2R)-1-(11-Oleoyl-undecanoylamino)-octadecan-2-ol
C47 708.21
149) (2R) -1- (11-oleoyl-undecanoylamino) octadecan-2-ol
C 47

H91 H 91

NO4 NO 4

734.24
150) (2R)-1-(11-Erucoyl-undecanoylamino)-octadecan-2-ol
C51 734.24
150) (2R) -1- (11-erucoyl-undecanoylamino) octadecan-2-ol
C 51

H99 H 99

NO4 NO 4

790.35
151) (2R)-1-(11-Linoleoyl-undecanoylamino)-octadecan-2-ol
C47 790.35
151) (2R) -1- (11-Linoleoyl-undecanoylamino) octadecan-2-ol
C 47

H89 H 89

NO4 NO 4

732.23
152) (2R)-1-(11-Arachinoyl-undecanoylamino)-octadecarl-2-ol
C49 732.23
152) (2R) -1- (11-arachinoyl-undecanoylamino) octadecarl-2-ol
C 49

H87 H 87

NO4 NO 4

754.23
153) (2R)-1-(15-Lauroyl-pentadecanoylamino)-octadecan-2-ol
C45 754.23
153) (2R) -1- (15-lauroyl-pentadecanoylamino) octadecan-2-ol
C 45

H89 H 89

NO4 NO 4

652.10
154) (2R)-1-(15-Myristoyl-pentadecanoylamino)-octadecan-2-ol
C47 652.10
154) (2R) -1- (15-myristoyl-pentadecanoylamino) octadecan-2-ol
C 47

H93 H 93

NO4 NO 4

736.25
155) (2R)-1-(15-Palmitoyl-pentadecanoylamino)-octadecan-2-ol
C49 736.25
155) (2R) -1- (15-palmitoyl-pentadecanoylamino) octadecan-2-ol
C 49

H97 H 97

NO4 NO 4

764.31
156) (2R)-1-(15-Oleoyl-pentadecanoylamino)-octadecan-2-ol
C51 764.31
156) (2R) -1- (15-oleoyl-pentadecanoylamino) octadecan-2-ol
C 51

H99 H 99

NO4 NO 4

790.35
157) (2R)-1-(15-Erucoyl-pentadecanoylamino)-octadecan-2-ol
C55 790.35
157) (2R) -1- (15-erucoyl-pentadecanoylamino) octadecan-2-ol
C 55

H107 H 107

NO4 NO 4

846.46
158) (2R)-1-(15-Linoleoyl-pentadecanoylamino)-octadecan-2-ol
C51 846.46
158) (2R) -1- (15-linoleoyl-pentadecanoylamino) octadecan-2-ol
C 51

H97 H 97

NO4 NO 4

788.34
159) (2R)-1-(15-Arachinoyl-pentadecanoylamino)-octadecan-2-ol
C53 788.34
159) (2R) -1- (15-arachinoyl-pentadecanoylamino) octadecan-2-ol
C 53

H95 H 95

NO4 NO 4

810.34
160) (2R)-1-(16-Lauroyl-hexadecanoylamino)-octadecan-2-ol
C46 810.34
160) (2R) -1- (16-lauroyl-hexadecanoylamino) octadecan-2-ol
C 46

H91 H 91

NO4 NO 4

722.23
161) (2R)-1-(16-Myristoyl-hexadecanoylamino)-octadecan-2-ol
C48 722.23
161) (2R) -1- (16-myristoyl-hexadecanoylamino) octadecan-2-ol
C 48

H95 H 95

NO4 NO 4

750.29
162) (2R)-1-(16-Palmitoyl-hexadecanoylamino)-octadecan-2-ol
C5O 750.29
162) (2R) -1- (16-palmitoyl-hexadecanoylamino) octadecan-2-ol
C 5O

H99 H 99

NO4 NO 4

778.34
163) (2R)-1-(16-Oleoyl-hexadecanoylamino)-octadecan-2-ol
C52 778.34
163) (2R) -1- (16-oleoylhexadecanoylamino) octadecan-2-ol
C 52

H101 H 101

NO4 NO 4

804.38
164) (2R)-1-(16-Erucoyl-hexadecanoylamino)-octadecan-2-ol
C56 804.38
164) (2R) -1- (16-erucoylhexadecanoylamino) octadecan-2-ol
C 56

H109 H 109

NO4 NO 4

860.49
165) (2R)-1-(16-Linoleoyl-hexadecanoylamino)-octadecan-2-ol
C52 860.49
165) (2R) -1- (16-linoleoyl-hexadecanoylamino) octadecan-2-ol
C 52

H99 H 99

NO4 NO 4

802.36
166) (2R)-1-(16-Arachinoyl-hexadecanoylamino)-octadecan-2-ol
C54 802.36
166) (2R) -1- (16-arachinoyl-hexadecanoylamino) octadecan-2-ol
C 54

H97 H 97

NO4 NO 4

824.37
167) (2R)-1-(30-Lauroyl-triacontanoylamino)-octadecan-2-ol
C60 824.37
167) (2R) -1- (30-lauroyl-triacontanoylamino) octadecan-2-ol
C 60

H119 H 119

NO4 NO 4

918.61
168) (2R)-1-(30-Myristoyl-triacontanoylamino)-octadecan-2-ol
C62 918.61
168) (2R) -1- (30-myristoyl-triacontanoylamino) octadecan-2-ol
C 62

H123 H 123

NO4 NO 4

946.66
169) (2R)-1-(30-Palmitoyl-triacontanoylamino)-octadecan-2-ol
C64 946.66
169) (2R) -1- (30-palmitoyl-triacontanoylamino) octadecan-2-ol
C 64

H127 H 127

NO4 NO 4

974.72
170) (2R)-1-(30-Oleoyl-triacontanoylamino)-octadecan-2-ol
C66 974.72
170) (2R) -1- (30-oleoyl-triacontanoylamino) octadecan-2-ol
C 66

H129 H 129

NO4 NO 4

1000.75
171) (2R)-1-(30-Erucoyl-triacontanoylamino)-octadecan-2-ol
C70 1000.75
171) (2R) -1- (30-erucoyl-triacontanoylamino) octadecan-2-ol
C 70

H137 H 137

NO4 NO 4

1056.86
172) (2R)-1-(30-Linoleoyl-triacontanoylamino)-octadecan-2-ol
C66 1056.86
172) (2R) -1- (30-Linoleoyl-triacontanoylamino) octadecan-2-ol
C 66

H127 H 127

NO4 NO 4

998.74
173) (2R)-1-(30-Arachinoyl-triacontanoylamino)-octadecan-2-ol
C68 998.74
173) (2R) -1- (30-arachinoyl-triacontanoylamino) octadecan-2-ol
C 68

H125 H 125

NO4 NO 4

1020.741020.74

Racemische VerbindungenRacemic compounds

174) rac-1-(11-Lauroyl-undecanoylamino)-octadecan-2-ol
C41 174) rac-1- (11-lauroyl-undecanoylamino) octadecan-2-ol
C 41

H81 H 81

NO4 NO 4

708.21
175) rac-1-(11-Myristoyl-undecanoylamino)-octadecan-2-ol
C43 708.21
175) rac-1- (11-myristoyl-undecanoylamino) octadecan-2-ol
C 43

H85 H 85

NO4 NO 4

680.15
176) rac-1-(11-Palmitoyl-undecanoylamino)-octadecan-2-ol
C45 680.15
176) rac-1- (11-palmitoyl-undecanoylamino) octadecan-2-ol
C 45

H89 H 89

NO4 NO 4

708.21
177) rac-1-(11-Oleoyl-undecanoylamino)-octadecan-2-ol
C47 708.21
177) rac-1- (11-oleoyl-undecanoylamino) octadecan-2-ol
C 47

H91 H 91

NO4 NO 4

734.24
178) rac-1-(11 -Erucoyl-undecanoylamino)-octadecan-2-ol
C51 734.24
178) rac-1- (11-erucoyl-undecanoylamino) octadecan-2-ol
C 51

H99 H 99

NO4 NO 4

790.35
179) rac-1-(11-Linoleoyl-undecanoylamino)-octadecan-2-ol
C47 790.35
179) rac-1- (11-linoleoyl-undecanoylamino) octadecan-2-ol
C 47

H89 H 89

NO4 NO 4

732.23
180) rac-1-(11 -Arachinoyl-undecanoylamino)-octadecan-2-ol
C49 732.23
180) rac-1- (11-arachinoyl-undecanoylamino) octadecan-2-ol
C 49

H87 H 87

NO4 NO 4

754.23
181) rac-1-(15-Lauroyl-pentadecanoylamino)-octadecan-2-ol
C45 754.23
181) rac-1- (15-lauroyl-pentadecanoylamino) octadecan-2-ol
C 45

H89 H 89

NO4 NO 4

652.10
182) rac-1-(15-Myristoyl-pentadecanoylamino)-octadecan-2-ol
C47 652.10
182) rac-1- (15-myristoyl-pentadecanoylamino) octadecan-2-ol
C 47

H93 H 93

NO4 NO 4

736.25
183) rac-1-(15-Palmitoyl-pentadecanoylamino)-octadecan-2-ol
C49 736.25
183) rac-1- (15-palmitoyl-pentadecanoylamino) octadecan-2-ol
C 49

H97 H 97

NO4 NO 4

764.31
184) rac-1-(15-Oleoyl-pentadecanoylamino)-octadecan-2-ol
C51 764.31
184) rac-1- (15-oleoyl-pentadecanoylamino) octadecan-2-ol
C 51

H99 H 99

NO4 NO 4

790.35
185) rac-1-(15-Erucoyl-pentadecanoylamino)-octadecan-2-ol
C55 790.35
185) rac-1- (15-erucoyl-pentadecanoylamino) octadecan-2-ol
C 55

H107 H 107

NO4 NO 4

846.46
186) rac-1-(15-Linoleoyl-pentadecanoylamino)-octadecan-2-ol
C51 846.46
186) rac-1- (15-linoleoyl-pentadecanoylamino) octadecan-2-ol
C 51

H97 H 97

NO4 NO 4

788.34
187) rac-1-(15-Arachinoyl-pentadecanoylamino)-octadecan-2-ol
C53 788.34
187) rac-1- (15-arachinoyl-pentadecanoylamino) octadecan-2-ol
C 53

H95 H 95

NO4 NO 4

810.34
188) rac-1-(16-Lauroyl-hexadecanoylamino)-octadecan-2-ol
C46 810.34
188) rac-1- (16-lauroyl-hexadecanoylamino) octadecan-2-ol
C 46

H91 H 91

NO4 NO 4

722.23
189) rac-1-(16-Myristoyl-hexadecanoylamino)-octadecan-2-ol
C48 722.23
189) rac-1- (16-myristoyl-hexadecanoylamino) octadecan-2-ol
C 48

H95 H 95

NO4 NO 4

750.29
190) rac-1-(16-Palmitoyl-hexadecanoylamino)-octadecan-2-ol
C50 750.29
190) rac-1- (16-palmitoyl-hexadecanoylamino) octadecan-2-ol
C 50

H99 H 99

NO4 NO 4

778.34
191) rac-1-(16-Oleoyl-hexadecanoylamino)-octadecan-2-ol
C52 778.34
191) rac-1- (16-oleoyl-hexadecanoylamino) octadecan-2-ol
C 52

H101 H 101

NO4 NO 4

804.38
192) rac-1-(16-Erucoyl-hexadecanoylamino)-octadecan-2-ol
C56 804.38
192) rac-1- (16-erucoyl-hexadecanoylamino) octadecan-2-ol
C 56

H109 H 109

NO4 NO 4

860.49
193) rac-1-(16-Linoleoyl-hexadecanoylamino)-octadecan-2-ol
C52 860.49
193) rac-1- (16-linoleoyl-hexadecanoylamino) octadecan-2-ol
C 52

H99 H 99

NO4 NO 4

802.36
194) rac-1-(16-Arachinoyl-hexadecanoylamino)-octadecan-2-ol
C54 802.36
194) rac-1- (16-arachinoyl-hexadecanoylamino) octadecan-2-ol
C 54

H97 H 97

NO4 NO 4

824.37
195) rac-1-(30-Lauroyl-triacontanoylamino)-octadecan-2-ol
C60 824.37
195) rac-1- (30-lauroyl-triacontanoylamino) octadecan-2-ol
C 60

H119 H 119

NO4 NO 4

918.61
196) rac-1-(30-Myristoyl-triacontanoylamino)-octadecan-2-ol
C62 918.61
196) rac-1- (30-myristoyl-triacontanoylamino) octadecan-2-ol
C 62

H123 H 123

NO4 NO 4

946.66
197) rac-1-(30-Palmitoyl-triacontanoylamino)-octadecan-2-ol
C64 946.66
197) rac-1- (30-palmitoyl-triacontanoylamino) octadecan-2-ol
C 64

H127 H 127

NO4 NO 4

974.72
198) rac-1-(30-Oleoyl-triacontanoylamino)-octadecan-2-ol
C66 974.72
198) rac-1- (30-oleoyl-triacontanoylamino) octadecan-2-ol
C 66

H129 H 129

NO4 NO 4

1000.75
199) rac-1-(30-Erucoyl-triacontanoylamino)-octadecan-2-ol
C70 1000.75
199) rac-1- (30-erucoyl-triacontanoylamino) octadecan-2-ol
C 70

H137 H 137

NO4 NO 4

1056.86
200) rac-1-(30-Linoleoyl-triacontanoylamino)-octadecan-2-ol
C66 1056.86
200) rac-1- (30-linoleoyl-triacontanoylamino) octadecan-2-ol
C 66

H127 H 127

NO4 NO 4

998.74
201) rac-1-(30-Arachinoyl-triacontanoylamino)-octadecan-2-ol
C68 998.74
201) rac-1- (30-arachinoyl-triacontanoylamino) octadecan-2-ol
C 68

H125 H 125

NO4 NO 4

1020.741020.74

C20-GrundgerüstC 20 basic structure

202) (2S)-1-(11-Lauroyl-undecanoylamino)-eicosan-2-ol
C43 202) (2S) -1- (11-lauroyl-undecanoylamino) eicosan-2-ol
C 43

H85 H 85

NO4 NO 4

680.15
203) (2S)-1-(11-Myristoyl-undecanoylamino)-eicosan-2-ol
C45 680.15
203) (2S) -1- (11-myristoyl-undecanoylamino) eicosan-2-ol
C 45

H89 H 89

NO4 NO 4

708.21
204) (2S)-1-(11-Linoleoyl-undecanoylamino)-eicosan-2-ol
C49 708.21
204) (2S) -1- (11-Linoleoyl-undecanoylamino) eicosan-2-ol
C 49

H93 H 93

NO4 NO 4

760.28
205) (2S)-1-(15-Oleoyl-pentadecanoylamino)-eicosan-2-ol
C53 760.28
205) (2S) -1- (15-oleoyl-pentadecanoylamino) -eicosan-2-ol
C 53

H103 H 103

NO4 NO 4

818.41
206) (2S)-1-(15-Erucoyl-pentadecanoylamino)-eicosan-2-ol
C57 818.41
206) (2S) -1- (15-erucoyl-pentadecanoylamino) eicosan-2-ol
C 57

H111 H 111

NO4 NO 4

874.51
207) (2S)-1-(15-Linoleoyl-pentadecanoylamino)-eicosan-2-ol
C53 874.51
207) (2S) -1- (15-linoleoyl-pentadecanoylamino) -eicosan-2-ol
C 53

H101 H 101

NO4 NO 4

816.39
208) (2S)-1-(16-Myristoyl-hexadecanoylamino)-eicosan-2-ol
C50 816.39
208) (2S) -1- (16-myristoyl-hexadecanoylamino) eicosan-2-ol
C 50

H99 H 99

NO4 NO 4

778.34
209) (2S)-1-(16-Erucoyl-hexadecanoylamino)-eicosan-2-ol
C58 778.34
209) (2S) -1- (16-erucoylhexadecanoylamino) eicosan-2-ol
C 58

H113 H 113

NO4 NO 4

888.54
210) (2S)-1-(16-Linoleoyl-hexadecanoylamino)-eicosan-2-ol
C54 888.54
210) (2S) -1- (16-Linoleoyl-hexadecanoylamino) eicosan-2-ol
C 54

H103 H 103

NO4 NO 4

830.42
211) (2S)-1-(30-Linoleoyl-triacontanoylamino)-eicosan-2-ol
C68 830.42
211) (2S) -1- (30-linoleoyl-triacontanoylamino) eicosan-2-ol
C 68

H131 H 131

NO4 NO 4

1026.79
212) (2S)-1-(30-Arachinoyl-triacontanoylamino)-eicosan-2-ol
C70 1026.79
212) (2S) -1- (30-arachinoyl-triacontanoylamino) eicosan-2-ol
C 70

H129 H 129

NO4 NO 4

1048.80
213) (2R)-1-(11-Lauroyl-undecanoylamino)-eicosan-2-ol
C43 1048.80
213) (2R) -1- (11-lauroyl-undecanoylamino) eicosan-2-ol
C 43

H85 H 85

NO4 NO 4

680.15
214) (2R)-1-(11-Myristoyl-undecanoylamino)-eicosan-2-ol
C45 680.15
214) (2R) -1- (11-myristoyl-undecanoylamino) eicosan-2-ol
C 45

H89 H 89

NO4 NO 4

708.21
215) (2R)-1-(11-Linoleoyl-undecanoylamino)-eicosan-2-ol
C49 708.21
215) (2R) -1- (11-linoleoyl-undecanoylamino) eicosan-2-ol
C 49

H93 H 93

NO4 NO 4

760.28
216) (2R)-1-(15-Oleoyl-pentadecanoylamino)-eicosan-2-ol
C53 760.28
216) (2R) -1- (15-oleoyl-pentadecanoylamino) eicosan-2-ol
C 53

H103 H 103

NO4 NO 4

818.41
217) (2R)-1-(15-Erucoyl-pentadecanoylamino)-eicosan-2-ol
C57 818.41
217) (2R) -1- (15-erucoyl-pentadecanoylamino) eicosan-2-ol
C 57

H111 H 111

NO4 NO 4

874.51
218) (2R)-1-(15-Linoleoyl-pentadecanoylamino)-eicosan-2-ol
C53 874.51
218) (2R) -1- (15-linoleoyl-pentadecanoylamino) -eicosan-2-ol
C 53

H101 H 101

NO4 NO 4

816.39
219) (2R)-1-(16-Myristoyl-hexadecanoylamino)-eicosan-2-ol
C5O 816.39
219) (2R) -1- (16-myristoyl-hexadecanoylamino) eicosan-2-ol
C 5O

H99 H 99

NO4 NO 4

778.34
220) (2R)-1-(16-Erucoyl-hexadecanoylamino)-eicosan-2-ol
C58 778.34
220) (2R) -1- (16-erucoylhexadecanoylamino) eicosan-2-ol
C 58

H113 H 113

NO4 NO 4

888.54
221) (2R)-1-(16-Linoleoyl-hexadecanoylamino)-eicosan-2-ol
C54 888.54
221) (2R) -1- (16-linoleoyl-hexadecanoylamino) -eicosan-2-ol
C 54

H103 H 103

NO4 NO 4

830.42
222) (2R)-1-(30-Linoleoyl-triacontanoylamino)-eicosan-2-ol
C68 830.42
222) (2R) -1- (30-linoleoyl-triacontanoylamino) eicosan-2-ol
C 68

H131 H 131

NO4 NO 4

1026.79
223) (2R)-1-(30-Arachinoyl-triacontanoylamino)-eicosan-2-ol
C70 1026.79
223) (2R) -1- (30-arachinoyl-triacontanoylamino) -eicosan-2-ol
C 70

H129 H 129

NO4 NO 4

1048.80
224) rac-1-(11-Lauroyl-undecanoylamino)-eicosan-2-ol
C43 1048.80
224) rac-1- (11-lauroyl-undecanoylamino) eicosan-2-ol
C 43

H85 H 85

NO4 NO 4

680.15
225) rac-1-(11-Myristoyl-undecanoylamino)-eicosan-2-ol
C45 680.15
225) rac-1- (11-myristoyl-undecanoylamino) eicosan-2-ol
C 45

H89 H 89

NO4 NO 4

708.21
226) rac-1-(11-Linoleoyl-undecanoylamino)-eicosan-2-ol
C49 708.21
226) rac-1- (11-linoleoyl-undecanoylamino) eicosan-2-ol
C 49

H93 H 93

NO4 NO 4

760.28
227) rac-1-(15-Oleoyl-pentadecanoylamino)-eicosan-2-ol
C53 760.28
227) rac-1- (15-oleoyl-pentadecanoylamino) eicosan-2-ol
C 53

H103 H 103

NO4 NO 4

818.41
228) rac-1-(15-Erucoyl-pentadecanoylamino)-eicosan-2-ol
C57 818.41
228) rac-1- (15-erucoyl-pentadecanoylamino) eicosan-2-ol
C 57

H111 H 111

NO4 NO 4

874.51
229) rac-1-(15-Linoleoyl-pentadecanoylamino)-eicosan-2-ol
C53 874.51
229) rac-1- (15-linoleoyl-pentadecanoylamino) eicosan-2-ol
C 53

H101 H 101

NO4 NO 4

816.39
230) rac-1-(16-Myristoyl-hexadecanoylamino)-eicosan-2-ol
C5O 816.39
230) rac-1- (16-myristoyl-hexadecanoylamino) eicosan-2-ol
C 5O

H99 H 99

NO4 NO 4

778.34
231) rac-1-(16-Erucoyl-hexadecanoylamino)-eicosan-2-ol
C58 778.34
231) rac-1- (16-erucoylhexadecanoylamino) eicosan-2-ol
C 58

H113 H 113

NO4 NO 4

888.54
232) rac-1-(16-Linoleoyl-hexadecanoylamino)-eicosan-2-ol
C54 888.54
232) rac-1- (16-linoleoyl-hexadecanoylamino) eicosan-2-ol
C 54

H103 H 103

NO4 NO 4

830.42
233) rac-1-(30-Linoleoyl-triacontanoylamino)-eicosan-2-ol
C68 830.42
233) rac-1- (30-linoleoyl-triacontanoylamino) eicosan-2-ol
C 68

H131 H 131

NO4 NO 4

1026.79
234) rac-1-(30-Arachinoyl-triacontanoylamino)-eicosan-2-ol
C70 1026.79
234) rac-1- (30-arachinoyl-triacontanoylamino) eicosan-2-ol
C 70

H129 H 129

NO4 NO 4

1048.801048.80

2-(ω-Acyl-alkanoylamino)-1-O-(dihydroxypropyl)alkane2- (ω-acylalkanoylamino) -1-O- (dihydroxypropyl) alkanes

(x = 7-19; R1 = OOC-(CH2)wCH3; w = 12-24; R2 = H; R3 = CH2-CHOH-CH2OH)
(x = 7-19; R 1 = OOC- (CH 2 ) w CH 3 ; w = 12-24; R 2 = H; R 3 = CH 2 -CHOH-CH 2 OH)

235) (2S)-2-(11-Lauroyl-undecanoylamino)-1-O- (dihydroxypropyl)octadecan
C44H87NO6 726.18
236) (2S)-2-(11-Linoleoyl-undecanoylamino)-1-O- (dihydroxypropyl)octadecan
C50H95NO6 806.31
237) (2S)-2-(15-Linoleoyl-pentadecanoylamino)-1-O- (dihydroxypropyl)octadecan
C54H103NO6 862.41
238) (2S)-2-(30-Linoleoyl-triacontanoylamino)-1-O- (dihydroxypropyl)octadecan
C69H133NO6 1072.82
239) (2R)-2-(11-Lauroyl-undecanoylamino)-1-O- (dihydroxypropyl)octadecan
C44H87NO6 726.18
240) (2R)-2-(11-Linoleoyl-undecanoylamino)-1-O- (dihydroxypropyl)octadecan
C50H95NO6 806.31
241) (2R)-2-(15-Linoleoyl-pentadecanoylamino)-1-O- (dihydroxypropyl)octadecan
C54H103NO6 862.41
242) (2R)-2-(30-Linoleoyl-triacontanoylamino)-1-O- (dihydroxypropyl)octadecan
C69H133NO6 1072.82
243) rac-2-(11-Lauroyl-undecanoylamino)-1-O- (dihydroxypropyl)octadecan
C44H87NO6 726.18
244) rac-2-(1 l-Linoleoyl-undecanoylamino)-1-O- (dihydroxypropyl)octadecan
C50H95NO6 806.31
245) rac-2-(15-Linoleoyl-pentadecanoylamino)-1-O- (dihydroxypropyl)octadecan
C54H103NO6 862.41
246) rac-2-(30-Linoleoyl-triacontanoylamino)-1-O- (dihydroxypropyl)octadecan
C69H133NO6 1072.82 235) (2S) -2- (11-lauroyl-undecanoylamino) -1-O- (dihydroxypropyl) octadecane
C 44 H 87 NO 6 726.18
236) (2S) -2- (11-Linoleoyl-undecanoylamino) -1-O- (dihydroxypropyl) octadecane
C 50 H 95 NO 6 806.31
237) (2S) -2- (15-Linoleoyl-pentadecanoylamino) -1-O- (dihydroxypropyl) octadecane
C 54 H 103 NO 6 862.41
238) (2S) -2- (30-Linoleoyl-triacontanoylamino) -1-O- (dihydroxypropyl) octadecane
C 69 H 133 NO 6 1072.82
239) (2R) -2- (11-lauroyl-undecanoylamino) -1-O- (dihydroxypropyl) octadecane
C 44 H 87 NO 6 726.18
240) (2R) -2- (11-linoleoyl-undecanoylamino) -1-O- (dihydroxypropyl) octadecane
C 50 H 95 NO 6 806.31
241) (2R) -2- (15-linoleoyl-pentadecanoylamino) -1-O- (dihydroxypropyl) octadecane
C 54 H 103 NO 6 862.41
242) (2R) -2- (30-linoleoyl-triacontanoylamino) -1-O- (dihydroxypropyl) octadecane
C 69 H 133 NO 6 1072.82
243) rac-2- (11-lauroyl-undecanoylamino) -1-O- (dihydroxypropyl) octadecane
C 44 H 87 NO 6 726.18
244) rac-2- (1 L-linoleoyl-undecanoylamino) -1-O- (dihydroxypropyl) octadecane
C 50 H 95 NO 6 806.31
245) rac-2- (15-linoleoyl-pentadecanoylamino) -1-O- (dihydroxypropyl) octadecane
C 54 H 103 NO 6 862.41
246) rac-2- (30-linoleoyl-triacontanoylamino) -1-O- (dihydroxypropyl) octadecane
C 69 H 133 NO 6 1072.82

1-(ω-Acyl-alkanoylamino)-2-O-(dihydroxypropyl)alkane1- (ω-acylalkanoylamino) -2-O- (dihydroxypropyl) alkanes

(x = 7-19; R1 = OOC-(CH2)w CH3; w = 12-24; R2 = H; R3 = CH2-CHOH-CH2OH)
(x = 7-19; R 1 = OOC- (CH 2 ) w CH 3 ; w = 12-24; R 2 = H; R 3 = CH 2 -CHOH-CH 2 OH)

247) (2S)-1-(11-Lauroyl-undecanoylamino)-2-O- (dihydroxypropyl)octadecan
C44H87NO6 726.18
248) (2S)-1-(11-Linoleoyl-undecanoylamino)-2-O- (dihydroxypropyl)octadecan
C50H95NO6 806.31
249) (2S)-1-(15-Linoleoyl-pentadecanoylamino)-2-O- (dihydroxypropyl)octadecan
C54H103NO6 862.41
250) (2S)-1-(30-Linoleoyl-triacontanoylamino)-2-O- (dihydroxypropyl)octadecan
C69H133NO6 1072. 82
251) (2R)-1-(11-Lauroyl-undecanoylamino)-2-O- (dihydroxypropyl)octadecan
C44H87NO6 726.18
252) (2R)-1-(11-Linoleoyl-undecanoylamino)-2-O- (dihydroxypropyl)octadecan
C50H95NO6 806.31
253) (2R)-1-(15-Linoleoyl-pentadecanoylamino)-2-O- (dihydroxypropyl)octadecan
C54H103NO6 862.41
254) (2R)-1-(30-Linoleoyl-triacontanoylamino)-2-O- (dihydroxypropyl)octadecan
C69H133NO6 1072.82
255) rac-2-(11-Lauroyl-undecanoylamino)-2-O- (dihydroxypropyl)octadecan
C44H87NO6 726.18
256) rac-2-(1 l-Linoleoyl-undecanoylamino)-2-O- (dihydroxypropyl)octadecan
C50H95NO6 806.31
257) rac-2-(15-Linoleoyl-pentadecanoylamino)-2-O- (dihydroxypropyl)octadecan
C54H103NO6 862.41
258) rac-2-(30-Linoleoyl-triacontanoylamino)-2-O- (dihydroxypropyl)octadecan
C69H133NO6 1072.82 247) (2S) -1- (11-lauroyl-undecanoylamino) -2-O- (dihydroxypropyl) octadecane
C 44 H 87 NO 6 726.18
248) (2S) -1- (11-Linoleoyl-undecanoylamino) -2-O- (dihydroxypropyl) octadecane
C 50 H 95 NO 6 806.31
249) (2S) -1- (15-Linoleoyl-pentadecanoylamino) -2-O- (dihydroxypropyl) octadecane
C 54 H 103 NO 6 862.41
250) (2S) -1- (30-Linoleoyl-triacontanoylamino) -2-O- (dihydroxypropyl) octadecane
C 69 H 133 NO 6 1072. 82
251) (2R) -1- (11-lauroyl-undecanoylamino) -2-O- (dihydroxypropyl) octadecane
C 44 H 87 NO 6 726.18
252) (2R) -1- (11-Linoleoyl-undecanoylamino) -2-O- (dihydroxypropyl) octadecane
C 50 H 95 NO 6 806.31
253) (2R) -1- (15-Linoleoyl-pentadecanoylamino) -2-O- (dihydroxypropyl) octadecane
C 54 H 103 NO 6 862.41
254) (2R) -1- (30-Linoleoyl-triacontanoylamino) -2-O- (dihydroxypropyl) octadecane
C 69 H 133 NO 6 1072.82
255) rac-2- (11-lauroyl-undecanoylamino) -2-O- (dihydroxypropyl) octadecane
C 44 H 87 NO 6 726.18
256) rac-2- (1 L-linoleoyl-undecanoylamino) -2-O- (dihydroxypropyl) octadecane
C 50 H 95 NO 6 806.31
257) rac-2- (15-linoleoyl-pentadecanoylamino) -2-O- (dihydroxypropyl) octadecane
C 54 H 103 NO 6 862.41
258) rac-2- (30-linoleoyl-triacontanoylamino) -2-O- (dihydroxypropyl) octadecane
C 69 H 133 NO 6 1072.82

2-(ω-Acyl-alkanoylamino)-1-O-(2-hydroxypropyl-1,3-O,O-dihydroxypropyl) alkane2- (ω-acylalkanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) alkanes

(x = 7-19; R1 = OOC-(CH2)w-CH3; w = 12-24; R2 = H; R3 = (CH2-CHOH-CH2O)2H)
(x = 7-19; R 1 = OOC- (CH 2 ) w -CH 3 ; w = 12-24; R 2 = H; R 3 = (CH 2 -CHOH-CH 2 O) 2 H)

259) (2S)-2-(11-Lauroyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C47H93NO8 800.26
260) (2S)-2-(11-Linoleoyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C53H101NO8 880.39
261) (2S)-2-(15-Linoleoyl-pentadecanoylamino)-1-O-(2-hydroxypropyl- 1,3-O,O-dihydroxypropyl)octadecan
C57H109NO8 936.49
262) (2S)-2-(30-Linoleoyl-triacontanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C72H139NO8 1146.90
263) (2R)-2-(11-Lauroyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C47H93NO8 800.26
264) (2R)-2-(11-Linoleoyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C53H101NO8 880.39
265) (2R)-2-(15-Linoleoyl-pentadecanoylamino)-1-O-(2-hydroxypropyl- 1,3-O,O-dihydroxypropyl)octadecan
C57H109NO8 936.49
266) (2R)-2-(30-Linoleoyl-triacontanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C72H139NO8 1146.90
267) rac-2-(11-Lauroyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C47H93NO8 800.26
268) rac-2-(11-Linoleoyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C53H101NO8 880.39
269) rac-2-(15-Linoleoyl-pentadecanoylamino)-1-O-(2-hydroxypropyl- 1,3-O,O-dihydroxypropyl)octadecan
C57H109NO8 936.49
270) rac-2-(30-Linoleoyl-triacontanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C72H139NO8 1146.90 259) (2S) -2- (11-lauroyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 47 H 93 NO 8 800.26
260) (2S) -2- (11-Linoleoyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 53 H 101 NO 8 880.39
261) (2S) -2- (15-Linoleoyl-pentadecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 57 H 109 NO 8 936.49
262) (2S) -2- (30-Linoleoyl-triacontanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 72 H 139 NO 8 1146.90
263) (2R) -2- (11-lauroyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 47 H 93 NO 8 800.26
264) (2R) -2- (11-Linoleoyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 53 H 101 NO 8 880.39
265) (2R) -2- (15-Linoleoyl-pentadecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 57 H 109 NO 8 936.49
266) (2R) -2- (30-Linoleoyl-triacontanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 72 H 139 NO 8 1146.90
267) rac-2- (11-lauroyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 47 H 93 NO 8 800.26
268) rac-2- (11-linoleoyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 53 H 101 NO 8 880.39
269) rac-2- (15-Linoleoyl-pentadecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 57 H 109 NO 8 936.49
270) rac-2- (30-linoleoyl-triacontanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 72 H 139 NO 8 1146.90

1-(ω-Acyl-alkanoylamino)-2-O-(2-hydroxypropyl-1,3-O,O-dihydroxypropyl) alkane1- (ω-acylalkanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) alkanes

(x = 7-19; R1 = OOC-(CH2)w-CH3; w = 12-24; R2 = H; R3 = (CH2-CHOH-CH2O)2H)
(x = 7-19; R 1 = OOC- (CH 2 ) w -CH 3 ; w = 12-24; R 2 = H; R 3 = (CH 2 -CHOH-CH 2 O) 2 H)

271) (2S)-1-(11-Lauroyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C47H93NO8 800.26
272) (2S)-1-(11-Linoleoyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C53H101NO8 880.39
273) (2S)-1-(15-Linoleoyl-pentadecanoylamino)-2-O-(2-hydroxypropyl- 1,3-O,O-dihydroxypropyl)octadecan
C57H109NO8 936.49
274) (2S)-1-(30-Linoleoyl-triacontanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C72H139NO8 1146.90
275) (2R)-1-(11-Lauroyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C47H93NO8 800.26
276) (2R)-1-(11-Linoleoyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C53H101NO8 880.39
277) (2R)-1-(15-Linoleoyl-pentadecanoylamino)-2-O-(2-hydroxypropyl- 1,3-O,O-dihydroxypropyl)octadecan
C57H109NO8 936.49
278) (2R)-1-(30-Linoleoyl-triacontanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C72H139NO8 1146.90 279) rac-1-(11-Lauroyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C47H93NO8 800.26
280) rac-1-(11-Linoleoyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C53H101NO8 880.39
281) rac-1-(15-Linoleoyl-pentadecanoylamino)-2-O-(2-hydroxypropyl- 1,3-O,O-dihydroxypropyl)octadecan
C57H109NO8 936.49
282) rac-1-(30-Linoleoyl-triacontanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-dihydroxypropyl)octadecan
C72H139NO8 1146.90 271) (2S) -1- (11-lauroyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 47 H 93 NO 8 800.26
272) (2S) -1- (11-Linoleoyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 53 H 101 NO 8 880.39
273) (2S) -1- (15-Linoleoyl-pentadecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 57 H 109 NO 8 936.49
274) (2S) -1- (30-Linoleoyl-triacontanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 72 H 139 NO 8 1146.90
275) (2R) -1- (11-lauroyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 47 H 93 NO 8 800.26
276) (2R) -1- (11-Linoleoyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 53 H 101 NO 8 880.39
277) (2R) -1- (15-Linoleoyl-pentadecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 57 H 109 NO 8 936.49
278) (2R) -1- (30-Linoleoyl-triacontanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 72 H 139 NO 8 1146.90 279) rac-1- (11-lauroyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 47 H 93 NO 8 800.26
280) rac-1- (11-linoleoyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 53 H 101 NO 8 880.39
281) rac-1- (15-linoleoyl-pentadecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 57 H 109 NO 8 936.49
282) rac-1- (30-linoleoyl-triacontanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-dihydroxypropyl) octadecane
C 72 H 139 NO 8 1146.90

2-(ω-Acyl-alkanoylamino)-1-O-(2-hydroxypropyl-1,3-O,O-2- hydroxypropyl-3,1-O,O-dihydroxypropyl)alkane2- (ω-acylalkanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2- hydroxypropyl-3,1-O, O-dihydroxypropyl) alkanes

(x = 7-19; R1 = OOC-(CH2)w-CH3; w = 12-24; R2 = H; R3 = (CH2-CHOH-CH2O)3H)
(x = 7-19; R 1 = OOC- (CH 2 ) w -CH 3 ; w = 12-24; R 2 = H; R 3 = (CH 2 -CHOH-CH 2 O) 3 H)

283) rac-2-(11-Lauroyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-dihydroxypropyl)octadecan
C50H99NO10 874.34
284) rac-2-(11-Linoleoyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-dihydroxypropyl)octadecan
C56H107NO10 954.47
285) rac-2-(15-Linoleoyl-pentadecanoylamino)-1-O-(2-hydroxypropyl- 1,3-O,O-2-hydroxypropyl-3,1-O,O-dihydroxypropyl)octadecan
C60H115NO10 1010.57
286) rac-2-(30-Linoleoyl-triacontanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-dihydroxypropyl)octadecan
C75H145NO10 1220.98283) rac-2- (11-lauroyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-dihydroxypropyl) octadecane
C 50 H 99 NO 10 874.34
284) rac-2- (11-linoleoyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-dihydroxypropyl) octadecane
C 56 H 107 NO 10 954.47
285) rac-2- (15-linoleoyl-pentadecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-dihydroxypropyl) octadecane
C 60 H 115 NO 10 1010.57
286) rac-2- (30-linoleoyl-triacontanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-dihydroxypropyl) octadecane
C 75 H 145 NO 10 1220.98

1-(ω-Acyl-alkanoylamino)-2-O-(2-hydroxypropyl-1,3-O,O-2- hydroxypropyl-3,1-O,O-dihydroxypropyl)alkane1- (ω-acylalkanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2- hydroxypropyl-3,1-O, O-dihydroxypropyl) alkanes

(x = 7-19; R1 = OOC-(CH2)w-CH3; w = 12-24; R2 = H; R3 = (CH2-CHOH-CH2O)3H)
(x = 7-19; R 1 = OOC- (CH 2 ) w -CH 3 ; w = 12-24; R 2 = H; R 3 = (CH 2 -CHOH-CH 2 O) 3 H)

287) rac-1-(11-Lauroyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-dihydroxypropyl)octadecan
C50H99NO10 874.34
288) rac-1-(11-Linoleoyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-dihydroxypropyl)octadecan
C56H107NO10 954.47
289) rac-1-(15-Linoleoyl-pentadecanoylamino)-2-O-(2-hydroxypropyl- 1,3-O,O-2-hydroxypropyl-3,1-O,O-dihydroxypropyl)octadecan
C60H115NO10 1010.57
290) rac-1-(30-Linoleoyl-triacontanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-dihydroxypropyl)octadecan
C75H145NO10 1220.98287) rac-1- (11-lauroyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-dihydroxypropyl) octadecane
C 50 H 99 NO 10 874.34
288) rac-1- (11-linoleoyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-dihydroxypropyl) octadecane
C 56 H 107 NO 10 954.47
289) rac-1- (15-linoleoyl-pentadecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-dihydroxypropyl) octadecane
C 60 H 115 NO 10 1010.57
290) rac-1- (30-linoleoyl-triacontanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-dihydroxypropyl) octadecane
C 75 H 145 NO 10 1220.98

2-(ω-Acyl-alkanoylamino)-1-O-(2-hydroxypropyl-1,3-O,O-2- hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O-dihydroxypropyl)alkane2- (ω-acylalkanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2- hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O, O-dihydroxypropyl) alkanes

(x = 7-19; R1 = OOC-(CH2)w CH3; w = 12-24; R2 = H; R3 = (CH2-CHOH-CH2O)4H
(x = 7-19; R 1 = OOC- (CH 2 ) w CH 3 ; w = 12-24; R 2 = H; R 3 = (CH 2 -CHOH-CH 2 O) 4 H

291) rac-2-(11-Lauroyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O- dihydroxypropyl)octadecan
C53H105NO12 948.42
292) rac-2-(11-Linoleoyl-undecanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O- dihydroxypropyl)octadecan
C59H113NO12 1028.55
293) rac-2-(15-Linoleoyl-pentadecanoylamino)-1-O-(2-hydroxypropyl- 1,3-O, O-2-hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O- dihydroxypropyl)octadecan
C63H121NO12 1084.65
294) rac-2-(30-Linoleoyl-triacontanoylamino)-1-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O- dihydroxypropyl)octadecan
C78H151NO12 1295.06291) rac-2- (11-lauroyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O , O-dihydroxypropyl) octadecane
C 53 H 105 NO 12 948.42
292) rac-2- (11-linoleoyl-undecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O , O-dihydroxypropyl) octadecane
C 59 H 113 NO 12 1028.55
293) rac-2- (15-Linoleoyl-pentadecanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O , O-dihydroxypropyl) octadecane
C 63 H 121 NO 12 1084.65
294) rac-2- (30-linoleoyl-triacontanoylamino) -1-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O , O-dihydroxypropyl) octadecane
C 78 H 151 NO 12 1295.06

1-(ω-Acyl-alkanoylamino)-2-O-(2-hydroxypropyl-1,3-O,O-2- hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O-dihydroxypropyl)alkane1- (ω-acylalkanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2- hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O, O-dihydroxypropyl) alkanes

(x = 7-19; R1 = OOC-(CH2)w-CH3; w = 12-24; R2 = H; R3 = (CH2-CHOH-CH2O)4H)
(x = 7-19; R 1 = OOC- (CH 2 ) w -CH 3 ; w = 12-24; R 2 = H; R 3 = (CH 2 -CHOH-CH 2 O) 4 H)

295) rac-1-(11-Lauroyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O- dihydroxypropyl)octadecan
C53H105NO12 948.42
296) rac-1-(11-Linoleoyl-undecanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O- dihydroxypropyl)octadecan
C59H113NO12 1028.55
297) rac-1-(15-Linoleoyl-pentadecanoylamino)-2-O-(2-hydroxypropyl- 1,3-O,O-2-hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O- dihydroxypropyl)octadecan
C63H121NO12 1084.65
298) rac-1-(30-Linoleoyl-triacontanoylamino)-2-O-(2-hydroxypropyl-1,3- O,O-2-hydroxypropyl-3,1-O,O-hydroxypropyl-3,1-O,O- dihydroxypropyl)octadecan
C78H151NO12 1295.06295) rac-1- (11-lauroyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O , O-dihydroxypropyl) octadecane
C 53 H 105 NO 12 948.42
296) rac-1- (11-linoleoyl-undecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O , O-dihydroxypropyl) octadecane
C 59 H 113 NO 12 1028.55
297) rac-1- (15-linoleoyl-pentadecanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O , O-dihydroxypropyl) octadecane
C 63 H 121 NO 12 1084.65
298) rac-1- (30-linoleoyl-triacontanoylamino) -2-O- (2-hydroxypropyl-1,3-O, O-2-hydroxypropyl-3,1-O, O-hydroxypropyl-3,1-O , O-dihydroxypropyl) octadecane
C 78 H 151 NO 12 1295.06

Claims (2)

1. Verbindungen der allgemeinen Formel Ia
oder Ib
worin
x = 9 bis 17
y = 4 bis 34
R1 = H, OR4
R2 = H, CH3, C2H5, (CH2-CHOH-CH2O)zH
R3 = H, (CH2-CHOH-CH2O)zH
R4 = H, OOC-(CH2)w-CH3
z und z' = 1 bis 6
w = 2 bis 34
bedeuten,
wobei Verbindungen ausgeschlossen sind, in denen R2 und R3 gleichzeitig die Strukturelemente (CH2-CHOH-CH2O)zH bzw. (CH2-CHOH-CH2O)zH darstellen. 1. Compounds of the general formula Ia
or Ib
wherein
x = 9 to 17
y = 4 to 34
R 1 = H, OR 4
R 2 = H, CH 3 , C 2 H 5 , (CH 2 -CHOH-CH 2 O) z H
R 3 = H, (CH 2 -CHOH-CH 2 O) z H
R 4 = H, OOC- (CH 2 ) w -CH 3
z and z '= 1 to 6
w = 2 to 34
mean,
whereby compounds are excluded in which R 2 and R 3 simultaneously represent the structural elements (CH 2 -CHOH-CH 2 O) z H or (CH 2 -CHOH-CH 2 O) z H. 2. Verfahren zur Herstellung von Verbindungen der allgemeinen Formel Ia
oder Ib worin
x = 9 bis 17
y = 4 bis 34 R1 = H, OR4
R2 = H, CH3, C2H5, (CH2-CHOH-CH2O)zH
R3 = H, (CH2-CHOH-CH2O)zH
R4 = H, OOC-(CH2)w-CH3
z und z' = 1 bis 6
w = 2 bis 34
bedeuten,
dadurch gekennzeichnet, dass man eine Verbindung der allgemeinen Formel IIIa
oder IIIb
selektiv mit einer Verbindung der allgemeinen Formel IV
worin Hal Cl oder Br bedeutet und x, y, R1, R2, R3, R4, z, z' und w die in Anspruch 1 angegebene Bedeutung haben, unter Bildung einer Säureamidbindung umsetzt.2. Process for the preparation of compounds of general formula Ia
or Ib wherein
x = 9 to 17
y = 4 to 34 R 1 = H, OR 4
R 2 = H, CH 3 , C 2 H 5 , (CH 2 -CHOH-CH 2 O) z H
R 3 = H, (CH 2 -CHOH-CH 2 O) z H
R 4 = H, OOC- (CH 2 ) w -CH 3
z and z '= 1 to 6
w = 2 to 34
mean,
characterized in that a compound of general formula IIIa
or IIIb
selectively with a compound of general formula IV
wherein Hal is Cl or Br and x, y, R 1 , R 2 , R 3 , R 4 , z, z 'and w have the meaning given in claim 1, with the formation of an acid amide bond.
DE1998147149 1998-10-13 1998-10-13 New pseudoceramide compounds useful for skin cleansing and care comprise N-acyl 2-amino-1-alkanol or 1-amino-2-alkanol derivatives Withdrawn DE19847149A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE1998147149 DE19847149A1 (en) 1998-10-13 1998-10-13 New pseudoceramide compounds useful for skin cleansing and care comprise N-acyl 2-amino-1-alkanol or 1-amino-2-alkanol derivatives
PCT/EP1999/007698 WO2000021919A1 (en) 1998-10-13 1999-10-13 Pseudoceramides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1998147149 DE19847149A1 (en) 1998-10-13 1998-10-13 New pseudoceramide compounds useful for skin cleansing and care comprise N-acyl 2-amino-1-alkanol or 1-amino-2-alkanol derivatives

Publications (1)

Publication Number Publication Date
DE19847149A1 true DE19847149A1 (en) 2000-04-20

Family

ID=7884311

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1998147149 Withdrawn DE19847149A1 (en) 1998-10-13 1998-10-13 New pseudoceramide compounds useful for skin cleansing and care comprise N-acyl 2-amino-1-alkanol or 1-amino-2-alkanol derivatives

Country Status (2)

Country Link
DE (1) DE19847149A1 (en)
WO (1) WO2000021919A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112979483A (en) * 2021-05-14 2021-06-18 苏州艾博生物科技有限公司 Cationic lipid compound, composition containing same and application

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6858383B2 (en) 2000-12-22 2005-02-22 Medlyte, Inc. Compositions and methods for the treatment and prevention of cardiovascular diseases and disorders, and for identifying agents therapeutic therefor
EP2510788B1 (en) * 2005-11-22 2015-03-18 Segetis, Inc. Glyceryl ether compounds and their use
US9217749B2 (en) 2006-05-31 2015-12-22 Lpath, Inc. Immune-derived moieties reactive against lysophosphatidic acid
US9274129B2 (en) 2006-05-31 2016-03-01 Lpath, Inc. Methods and reagents for detecting bioactive lipids
US9274130B2 (en) 2006-05-31 2016-03-01 Lpath, Inc. Prevention and treatment of pain using antibodies to lysophosphatidic acid
AU2007329759B2 (en) 2006-10-27 2013-05-30 Lpath, Inc. Compositions and methods for binding sphingosine-1-phosphate
US8871202B2 (en) 2008-10-24 2014-10-28 Lpath, Inc. Prevention and treatment of pain using antibodies to sphingosine-1-phosphate
JP6964856B2 (en) * 2016-06-08 2021-11-10 高級アルコール工業株式会社 Cosmetic bases and cosmetics containing esters of amide alcohols
CN114685305A (en) * 2020-12-26 2022-07-01 中石化石油工程技术服务有限公司 Emulsifier for biomass synthetic base drilling fluid, preparation method of emulsifier and biomass synthetic base drilling fluid

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2321755C2 (en) * 1973-04-30 1982-07-01 Henkel KGaA, 4000 Düsseldorf Anti-foaming agents
GB9209860D0 (en) * 1992-05-07 1992-06-24 Unilever Plc Synthesis of cosmetic ingredient
FR2711138B1 (en) * 1993-10-12 1995-11-24 Oreal Ceramides, their preparation process and their applications in cosmetics and dermopharmacy.
JP2775407B2 (en) * 1995-05-24 1998-07-16 花王株式会社 Amide derivatives, intermediates for producing the same, skin external preparations and hair cosmetics containing the amide derivatives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112979483A (en) * 2021-05-14 2021-06-18 苏州艾博生物科技有限公司 Cationic lipid compound, composition containing same and application
CN112979483B (en) * 2021-05-14 2021-08-06 苏州艾博生物科技有限公司 Cationic lipid compound, composition containing same and application

Also Published As

Publication number Publication date
WO2000021919A1 (en) 2000-04-20

Similar Documents

Publication Publication Date Title
DE2230383C3 (en) Phenoxyalkylcarboxylic acid derivatives and processes for making the same
DE4420736C1 (en) New pseudo-ceramide cpds.
DE4424530A1 (en) Pseudoceramides
DE69629789T2 (en) Amino alcohol derivatives and a process for their preparation
DE4424533A1 (en) Oligohydroxydicarboxylic acid derivatives
WO1995021181A1 (en) Pseudo-ceramides
DE3518638A1 (en) (ALPHA), (ALPHA) -TREHALOSE FATTY ACID DIESTER DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF
EP1888506B1 (en) Separation of stereoisomeric n,n-dialkylamino-2-alkyl-3-phenyl alkanes
DE19847149A1 (en) New pseudoceramide compounds useful for skin cleansing and care comprise N-acyl 2-amino-1-alkanol or 1-amino-2-alkanol derivatives
CH637933A5 (en) METHOD FOR PRODUCING NEW DERIVATIVES OF PERHYDRO-AZA-HETEROCYCLEN.
EP0864563A1 (en) N-Acyl-hydroxy amino acid esters used to protect skin and hair
EP0406992B1 (en) New non-ionic carboxamide contrast agent
EP1572641A1 (en) Method for production of the r,r (or s,s) configuration of glycopyrronium stereoisomers
EP0336267A2 (en) Quaternary ammonium compounds
EP0072936B1 (en) 0-alkyl-0-carbamoyl-glycero-phospho-cholines and process for their preparation
EP0154977A2 (en) Glycerin-ether phosphatides, their preparation and use
EP0255126B1 (en) 2-acyloxypropylamine derivatives, method for their preparation and medicaments containing them
DE3132221A1 (en) NEW CYCLOPHOSPHAMIDE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE
DE3150288A1 (en) METHOD FOR PRODUCING N-ACYLCARNOSINE
DE2928022C2 (en) Process for the preparation of 2,6-dimethyl-4- (3-nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylic acid 3- [2- (N-benzyl-N-methylamino) -ethyl] -ester- 5-ethyl ester
DE2625688A1 (en) NEW SUBSTITUTED 1,3-DIPHENOXYPROPANOL (2) DERIVATIVES AND THE METHOD FOR THEIR PRODUCTION AND USE AS A MEDICINAL PRODUCT
DE4234130A1 (en) Phospholipase A¶2¶ inhibiting phosphatidylcholine compounds
DE4403258C1 (en) Pseudoceramides
DE4430851C1 (en) New di:carboxylic acid ester(s) contg. di:acyloxy:propyl residue
DE1418527C (en) Process for the preparation of amino acid derivatives. Note 9 Nippon Shinyaku Co., Ltd., Kyoto (Japan)

Legal Events

Date Code Title Description
8139 Disposal/non-payment of the annual fee