Meptazinol (IL-22811; WY-22811; IL22811; WY22811; trade name Meptid), the hydrochloride salt of meptazinol, is a centrally actiing opioid analgesic, which inhibits [3H]dihydromorphine binding with IC50 of 58 nM. Meptazinol is a medication used to treat moderate to severe pain, with the most common application being in the treatment of pain during childbirth. When compared to other opioids like morphine, pentazocine, or buprenorphine, eptazinol has a shorter duration of action as well as a shorter onset of action.
Physicochemical Properties
| Molecular Formula | C15H24CLNO |
| Molecular Weight | 269.81 |
| Exact Mass | 269.154 |
| Elemental Analysis | C, 66.77; H, 8.97; Cl, 13.14; N, 5.19; O, 5.93 |
| CAS # | 59263-76-2 |
| Related CAS # | 54340-58-8; 59263-76-2 (HCl) |
| PubChem CID | 65483 |
| Appearance | Solid powder |
| Boiling Point | 354.8ºC at 760 mmHg |
| Melting Point | 250-252ºC |
| Flash Point | 160.6ºC |
| LogP | 3.895 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Heavy Atom Count | 18 |
| Complexity | 243 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | Cl[H].O([H])C1=C([H])C([H])=C([H])C(=C1[H])C1(C([H])([H])C([H])([H])[H])C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] |
| InChi Key | MPJUSISYVXABBH-UHFFFAOYSA-N |
| InChi Code | InChI=1S/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 |
| Chemical Name | 3-(3-ethyl-1-methylazepan-3-yl)phenol;hydrochloride |
| Synonyms | IL-22811; IL 22811 HCl; WY 22811; WY-22811; IL22811; WY22811; Meptazinol Hydrochloride; trade name Meptid |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
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| References |
[1]. Meptazinol: a novel Mu-1 selective opioid analgesic. J Pharmacol Exp Ther . 1984 Feb;228(2):414-9. [2]. Pharmacokinetic behavior in plasma, cerebrospinal fluid and cerebral cortex after intranasal administration of hydrochloride meptazinol. Life Sci . 2005 Sep 30;77(20):2574-83. [3]. Meptazinol as an analgesic adjunct to total intravenous anaesthesia in cystoscopy patients. Anaesthesia . 1985 May;40(5):490-3. |
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| Additional Infomation | A narcotic antagonist with analgesic properties. It is used for the control of moderate to severe pain. |
Solubility Data
| Solubility (In Vitro) |
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples. Injection Formulations (e.g. IP/IV/IM/SC) Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] *Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline) Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline) Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline) Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil) Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). Oral Formulation 3: Dissolved in PEG400 Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose Oral Formulation 6: Mixing with food powders Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.7063 mL | 18.5316 mL | 37.0631 mL | |
| 5 mM | 0.7413 mL | 3.7063 mL | 7.4126 mL | |
| 10 mM | 0.3706 mL | 1.8532 mL | 3.7063 mL |