59263-76-2
3-(3-ethylhexahydro-1-methyl-1H-azepin-3-yl)phenol hydrochloride
CAS: 59263-76-2
Molecular Formula: C15H24ClNO
59263-76-2 - Names and Identifiers
| Name | 3-(3-ethylhexahydro-1-methyl-1H-azepin-3-yl)phenol hydrochloride |
| Synonyms | 261-683-0 Meptazinol hcl IL-22811 hydrochloride WY-22811 hydrochloride Meptazinol Hydrochloride MEPTAZINOL HYDROCHLORIDE Meptazinol-d3 hydrochloride 1-Methyl-3-ethyl-3-(m-hydroxy-phenyl)hexahydro-1H-azepine 3-(3-ethylhexahydro-1-methyl-1H-azepin-3-yl)phenol hydrochloride 1-Methyl-3-ethyl-3-(3-hydroxyphenyl)hexahydro-1H-azepine hydrochloride |
| CAS | 59263-76-2 |
| EINECS | 261-683-0 |
| InChI | InChI=1/C15H23NO.ClH/c1-3-15(9-4-5-10-16(2)12-15)13-7-6-8-14(17)11-13;/h6-8,11,17H,3-5,9-10,12H2,1-2H3;1H |
| InChIKey | MPJUSISYVXABBH-UHFFFAOYSA-N |
59263-76-2 - Physico-chemical Properties
| Molecular Formula | C15H24ClNO |
| Molar Mass | 269.81 |
| Melting Point | 250-252°C |
| Boling Point | 354.8°C at 760 mmHg |
| Flash Point | 160.6°C |
| Solubility | H2O: >10mg/mL |
| Vapor Presure | 1.6E-05mmHg at 25°C |
| Appearance | powder |
| Color | white to off-white |
| Storage Condition | Inert atmosphere,2-8°C |
| Stability | Hygroscopic |
59263-76-2 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
| WGK Germany | 1 |
| RTECS | SL4250000 |
59263-76-2 - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 3.706 ml | 18.532 ml | 37.063 ml |
| 5 mM | 0.741 ml | 3.706 ml | 7.413 ml |
| 10 mM | 0.371 ml | 1.853 ml | 3.706 ml |
| 5 mM | 0.074 ml | 0.371 ml | 0.741 ml |
Last Update：2024-01-02 23:10:35
59263-76-2 - Reference Information
| a potent analgesic substitute | opioids are now widely used in the treatment of pain, when intrathecal administration or local spinal dorsal horn instillation, the analgesic effect is significant. Morphine and other opioid agonists acting on μ receptor selectively inhibit a variety of nociceptive reflexes. When intrathecal administration or local spinal dorsal horn instillation, the analgesic effect is remarkable, other sensory conduction is usually not affected. Meptazinol hydrochloride, chemical name 3-(3-ethyl-1-methyl-1h-hexahydroazepin-3-yl) phenol hydrochloride, marketed as racemate in 1986, the trade names Meptid (Wyeth, UK), Meptid (Germany) and Meptidol (Australia), published in the British Pharmacopoeia 1998, are currently used as substitutes for potent analgesics. Meptalol hydrochloride is a new narcotic analgesic, which is one of the six agonist antagonist analgesic drugs recommended in many countries. Its chemical structure is similar to morphine, and it is an agonist of opioid receptor, it is also an antagonist of μ receptor, and is clinically used for short-term treatment of moderate or severe pain, such as rheumatoid arthritis, trauma, musculoskeletal pain, postoperative pain, gynecological dysmenorrhea, obstetric pain and renal colic. Similar to most narcotic analgesic drugs containing phenolic hydroxyl groups, metaxol has severe first-pass effect on the liver, and its oral bioavailability is only 86.9%. The oral therapeutic dose is very large, and most of them are given by injection in clinic. In the traditional route of analgesic administration, both intramuscular injection and intravenous injection need to be completed by professionals, which is not suitable for autonomous medication, and the patient's compliance is not strong, but often slow onset, and low bioavailability, it is difficult to quickly achieve the effect of analgesia. Therefore, in recent years, it has been designed as a temperature-sensitive gel for nasal use, which is rapidly absorbed, has no first-pass effect, is convenient to administer and has strong patient compliance by nasal administration. At present, most of the analgesics used in clinic are accompanied by addiction. In contrast, meptalol has small side effects, no addiction and mild adverse reactions, especially respiratory depression, constipation, miotic, etc, it is an ideal substitute for morphine, pethidine and Tramadol. It is a non-controlled analgesic and has a very good industrial market prospect. |
| synthetic route | with cheap and easily available 1, 3-cyclohexanedione as raw material, after methylation, with N-methyl caprolactam docking, dehydroaromatization, ethylation, lithium aluminum hydride reduction and salt 5 step reaction preparation of meptalol hydrochloride, processing operation is simple and feasible, suitable for industrial production, the specific reaction process is as follows: fig.1 synthesis of meptalol hydrochloride |
| pharmacokinetics | after intramuscular injection, meptalol was rapidly absorbed, and the plasma concentration reached a peak value within 30min. The plasma half-life is about 2H. Both oral and intravenous administration of meptalol hydrochloride is eliminated from plasma in a first-order kinetic manner. Mainly with urinary excretion, its main metabolites may be the combination of the original drug and glucuronic acid. |
| indications | for short-term treatment of moderate or severe pain, such as rheumatoid arthritis, trauma, musculoskeletal pain, postoperative pain, gynecological dysmenorrhea and obstetric pain and renal colic. |
| adverse reactions | dizziness, Nausea, Vomit, drowsiness, increased sweating, tinnitus, hot flashes, drowsiness, Abdominal Pain, elevated white blood cells and elevated triglycerides, which is certainly related to the drug adverse events are: dizziness Nausea Vomit drowsiness sweating increased hot flashes; And the drug is likely to be related to: drowsiness; possibly related to the drug: tinnitus Abdominal Pain; Possibly unrelated to the drug: elevated blood leukocytes elevated triglycerides. (2016-6-16) |
| drug interaction | This product is not easily antagonized by antagonist naloxone. |
| precautions | 1. Caution should be exercised in patients with severe respiratory depression or hepatic and renal insufficiency. 2. The action time of this product is short. 3. It is contraindicated for those who are allergic to this product. |
Last Update：2024-04-10 22:29:15
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