Products Categories
CAS No.: | 465-65-6 |
---|---|
Name: | Naloxone |
Article Data: | 23 |
Molecular Structure: | |
Formula: | C19H21NO4 |
Molecular Weight: | 327.38 |
Synonyms: | 1-N-Allyl-14-hydroxynordihydromorphinone;1-N-Allyl-7,8-dihydro-14-hydroxynormorphinone;12-Allyl-7,7a,8,9-tetrahydro-3,7a-dihydroxy-4aH-8,9c-iminoethanophenanthro(4,5-bcd)furanone;17-Allyl-4,5-alpha-epoxy-3,14-dihydroxymorphinan-6-one;Morphinan-6-one, 17-allyl-4,5alpha-epoxy-3,14-dihydroxy-;N-Allyl-4,5alpha-epoxy-3,14-dihydroxy-6-morphinanon;N-Allyl-noroxymorphone;NSC 70413; |
EINECS: | 207-365-7 |
Density: | 1.43 g/cm3 |
Melting Point: | 184° (Lewenstein), 177-178° (Sankyo Co.) |
Boiling Point: | 532.8 °C at 760 mmHg |
Flash Point: | 276.1 °C |
Hazard Symbols: | F,T |
Risk Codes: | 11-23/24/25-39/23/24/25 |
Safety: | 7-16-36/37-45 |
The l-Naloxone with CAS registry number of 465-65-6 is also known as N-Allyl-noroxymorphone. The systematic name is (5α)-3,14-Dihydroxy-17-prop-2-en-1-yl-4,5-epoxymorphinan-6-one. It belongs to classification codes of Central Nervous System Agents; Drug / Therapeutic Agent; Mutation data; Narcotic antagonists; Peripheral Nervous System Agents; Reproductive Effect; Sensory System Agents. Its EINECS registry number is 207-365-7. In addition, the formula is C19H21NO4 and the molecular weight is 327.37.
Physical properties about l-Naloxone are: (1)ACD/LogP: 1.45; (2)ACD/LogD (pH 5.5): 0.1; (3)ACD/LogD (pH 7.4): 1.34; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 5.74; (6)ACD/KOC (pH 5.5): 6.61; (7)ACD/KOC (pH 7.4): 112.91; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.691; (12)Molar Refractivity: 87.31 cm3; (13)Molar Volume: 228.1 cm3; (14)Surface Tension: 72 dyne/cm; (15)Density: 1.43 g/cm3; (16)Flash Point: 276.1 °C; (17)Enthalpy of Vaporization: 85.12 kJ/mol; (18)Boiling Point: 532.8 °C at 760 mmHg; (19)Vapour Pressure: 3.49E-12 mmHg at 25 °C.
Preparation of l-Naloxone: it is prepared by reaction of naloxone. The reaction needs reagents DL-methionine, MeSO3H at the temperature of 40 °C for 15 hours. The yield is about 60%.
Uses of l-Naloxone: it is a drug used to counter the effects of opiate overdose. What's more, it is specifically used to counteract life-threatening depression of the central nervous system and respiratory system. Besides, it can be used to produce 3,14-diacetoxy-17-allyl-4,5a-epoxy-morphinan-6-one by reaction with acetic acid anhydride. The reaction occurs with condition of heating for 1 hour. The yield is about 91%.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C=CCN1CCC23C4C(=O)CCC2(C1CC5=C3C(=C(C=C5)O)O4)O
2. Isomeric SMILES: C=CCN1CC[C@]23[C@@H]4C(=O)CC[C@]2([C@H]1CC5=C3C(=C(C=C5)O)O4)O
3. InChI: InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17+,18+,19-/m1/s1
4. InChIKey: UZHSEJADLWPNLE-GRGSLBFTSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | subcutaneous | 260mg/kg (260mg/kg) | Annals of the New York Academy of Sciences. Vol. 281, Pg. 321, 1976. |