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| CAS No.: | 301-02-0 |
|---|---|
| Name: | Oleamide |
| Molecular Structure: | |
|
|
|
| Formula: | C18H35NO |
| Molecular Weight: | 281.482 |
| Synonyms: | 9-Octadecenamide,(Z)-;Oleamide (6CI,8CI);(Z)-9-Octadecenamide;9-cis-Oleamide;Alflow 10E;Alflow E 10;Amide O;Armoslip CP;Armoslip CP-P;Atmer SA 1758FD;Oleamide (Oleic acid amide);Oleamide;Atmer SA 1759FD;Crodamide OR;Crodamide VRX;Denon SL 1;Diamid M 309;Diamid O;Diamid O 200;Fatty Amide O-N;Finawax O;Kemamide O;Kemamide U;Kemamide VO;Neutron P;Oleic acid amide;PP 5926;Slip-eze;Unislip 1757;Unislip 1758;Unislip 1759;Unislip4407;cis-9-10-Octadecenoamide;cis-Stearyl amido-9-ene;Oleic Acidamide; |
| EINECS: | 206-103-9 |
| Density: | 0.879 g/cm3 |
| Melting Point: | 70 °C |
| Boiling Point: | 433.3 °C at 760 mmHg |
| Flash Point: | 215.9 °C |
| Solubility: | Insoluble in water. |
| Appearance: | White powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 43.09000 |
| LogP: | 6.20950 |
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| Conditions | Yield |
|---|---|
| With ammonia; zircornium(IV) n-propoxide at 165℃; for 9h; Reagent/catalyst; | 98.6% |
| With Candida antarctica lipase B; ammonium carbamate In various solvent(s) at 35℃; for 96h; Substitution; | 95% |
| With Candida antarctica lipase B; ammonium carbamate In various solvent(s) at 35℃; for 72h; Substitution; | 94% |
| Conditions | Yield |
|---|---|
| With ammonia In dichloromethane for 1h; Ambient temperature; | 95% |
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In tetrahydrofuran at 0 - 20℃; | 86% |
| With ammonium hydroxide In tetrahydrofuran at 0 - 20℃; for 3h; | 86% |
| With ammonia In dichloromethane; water at 0℃; for 0.5h; | 79% |
- 77165-66-3
octadec-9(Z)-enoyl azide
- 301-02-0
cis-9-octadecenoamide
| Conditions | Yield |
|---|---|
| With zinc(II) tetrahydroborate In 1,2-dimethoxyethane at 0 - 5℃; for 1.5h; | 84% |
| Conditions | Yield |
|---|---|
| at 230℃; | |
| at 230℃; | |
| at 230℃; |
| Conditions | Yield |
|---|---|
| With ammonia at 165℃; | |
| With ammonia at 165 - 180℃; | |
| With lithium aluminium tetrahydride; ammonia In tetrahydrofuran |
- 112-80-1
cis-Octadecenoic acid
- 77287-34-4, 77287-35-5, 60100-09-6
formamide
- 301-02-0
cis-9-octadecenoamide
| Conditions | Yield |
|---|---|
| at 230℃; | |
| at 160℃; | |
| at 200℃; | |
| at 230℃; | |
| at 230℃; |
| Conditions | Yield |
|---|---|
| at 230℃; | |
| at 230℃; | |
| at 230℃; |
- 112-80-1
cis-Octadecenoic acid
A
- 301-02-0
cis-9-octadecenoamide
B
- 112-62-9
Methyl oleate
C
- 638-58-4
tetradecanamide
D
- 3843-51-4
pentadecanoic acid[2,6-diethyl-2,3,6-trimethyl-1-(1-phenyl-ethoxy)-piperidin-4-yl]-amide
| Conditions | Yield |
|---|---|
| With Bacillus megaterium NRRL B-3437; ammonium chloride In water at 28℃; for 96h; Product distribution; | A 1 % Chromat. B n/a C n/a D n/a |
- 301-02-0
cis-9-octadecenoamide
| Conditions | Yield |
|---|---|
| With ethanol; ammonia |
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Chemistry
Empirical Formula: C18H35NO
Molecular Weight: 281.4766
Nominal Mass: 281 Da
Average Mass: 281.4766 Da
Monoisotopic Mass: 281.271865 Da
EINECS: 206-103-9
Index of Refraction: 1.468
Molar Refractivity: 89.06 cm3
Molar Volume: 320 cm3
Surface Tension: 33.4 dyne/cm
Density: 0.879 g/cm3
Flash Point: 215.9 °C
Enthalpy of Vaporization: 68.93 kJ/mol
Boiling Point: 433.3 °C at 760 mmHg
Vapour Pressure: 1.03E-07 mmHg at 25 °C
Melting Point: 70 °C
Storage temp.: -20 °C
Appearance: White powder
Structure of Oleamide (CAS NO.301-02-0):
IUPAC Name: (Z)-Octadec-9-enamide
Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)N
Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)N
InChI: InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9-
InChIKey: FATBGEAMYMYZAF-KTKRTIGZSA-N
Product Category of Oleamide (CAS NO.301-02-0): Mixed Fatty Acids;Color Former & Related Compounds;Functional Materials;Sensitizer;Fatty Acid Derivatives & Lipids;Cannabinoid receptor
History
Oleamide (CAS NO.301-02-0) was originally characterized as an endogenous bioactive substance, isolated from the cerebrospinal fluid of sleep deprived cats. It was characterised in 1995 by Benjamin Cravatt III and Richard Lerner at The Scripps Research Institute in La Jolla, CA .
Uses
Oleamide (CAS NO.301-02-0) is a brain lipid, which may represent a new class of biological signaling molecules, that induces physiological sleep at nanomolar quantities when injected into rats.
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 1
Specification
Oleamide , its cas register number is 301-02-0. It also can be called cis-9-Octadecenoamide ; cis-9,10-Octadecenoamide ; and 9-Octadecenamide,(z)- . It occurs naturally in the body of animals, and accumulates in the cerebrospinal fluid during sleep deprivation and induces sleep in animals. It is being studied as a potential medical treatment for mood and sleep disorders, and cannabinoid-regulated depression. Oleamide was found by researchers to be leaking out of polypropylene plastics used in laboratory experiments, affecting experimental results.