Meptazinol HCl

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MedKoo CAT#: 329462

CAS#: 59263-76-2 (HCl)

Description: Meptazinol, also known as IL 22811 and WY 22811, is an opioid analgesic developed by Wyeth in the 1970s. Indications for use in moderate to severe pain, most commonly used to treat pain in obstetrics (childbirth). Meptazinol is a 3-phenylazpane derivative, whereas the other phenazepanes like ethoheptazine and proheptazine are 4-phenylazepanes. A partial µ-opioid receptor agonist, its mixed agonist/antagonist activity affords it a lower risk of dependence and abuse than full µ agonists like morphine. Meptazinol exhibits not only a short onset of action, but also a shorter duration of action relative to other opioids such as morphine, pentazocine, or buprenorphine.

Chemical Structure

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Meptazinol HCl
CAS# 59263-76-2 (HCl)
Instruction

Theoretical Analysis

MedKoo Cat#: 329462
Name: Meptazinol HCl
CAS#: 59263-76-2 (HCl)
Chemical Formula: C15H24ClNO
Exact Mass: 0.00
Molecular Weight: 269.813
Elemental Analysis: C, 66.77; H, 8.97; Cl, 13.14; N, 5.19; O, 5.93

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 54340-58-8 (free base)   59263-76-2 (HCl)    

Synonym: Meptazinol Hydrochloride, IL 22811 HCl; IL-22811; IL22811; WY 22811; WY-22811; WY22811. trade name Meptid.

IUPAC/Chemical Name: 3-(3-Ethylhexahydro-1-methyl-1H-azepin-3-yl)phenol hydrochloride

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

SMILES Code: OC1=CC=CC(C2(CC)CN(C)CCCC2)=C1.[H]Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info: Related CAS# 59263-76-2 (Meptazinol HCl) 54340-58-8 (Meptazinol free base).

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 269.81 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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9: Yu J, Jiang Z, Sun T, Ji F, Xu S, Wei L, Guo X. Enantiomeric separation of meptazinol and its three intermediate enantiomers by capillary electrophoresis: quantitative analysis of meptazinol in pharmaceutical formulations. Biomed Chromatogr. 2014 Jan;28(1):135-41. doi: 10.1002/bmc.2997. PubMed PMID: 23893795.

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13: Maskell PD, De Paoli G, Seetohul LN, Pounder DJ. Meptazinol and ethanol: a fatal intoxication. J Anal Toxicol. 2012 Jan-Feb;36(1):69-73. doi: 10.1093/jat/bkr005. PubMed PMID: 22290756.

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19: Paz A, Xie Q, Greenblatt HM, Fu W, Tang Y, Silman I, Qiu Z, Sussman JL. The crystal structure of a complex of acetylcholinesterase with a bis-(-)-nor-meptazinol derivative reveals disruption of the catalytic triad. J Med Chem. 2009 Apr 23;52(8):2543-9. doi: 10.1021/jm801657v. PubMed PMID: 19326912.

20: Xie Q, Wang H, Xia Z, Lu M, Zhang W, Wang X, Fu W, Tang Y, Sheng W, Li W, Zhou W, Zhu X, Qiu Z, Chen H. Bis-(-)-nor-meptazinols as novel nanomolar cholinesterase inhibitors with high inhibitory potency on amyloid-beta aggregation. J Med Chem. 2008 Apr 10;51(7):2027-36. doi: 10.1021/jm070154q. PubMed PMID: 18333606.