MedKoo Cat#: 414689 | Name: Oxomemazine HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Oxomemazine is an antihistamine and anticholinergic used for the treatment of cough. Oxomemazine is selective for M1 muscarinic receptors. Oxomemazine could be classified as a selective drug for M1 receptors and also demonstrate that rat cerebral microsomes contain three different subtypes of M1, M3 and the other site which is different from M1, M2 and M3 receptors.

Chemical Structure

Oxomemazine HCl
Oxomemazine HCl
CAS#4784-40-1 (HCl)

Theoretical Analysis

MedKoo Cat#: 414689

Name: Oxomemazine HCl

CAS#: 4784-40-1 (HCl)

Chemical Formula: C18H23ClN2O2S

Exact Mass: 0.0000

Molecular Weight: 366.90

Elemental Analysis: C, 58.92; H, 6.32; Cl, 9.66; N, 7.64; O, 8.72; S, 8.74

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Oxomemazine hydrochloride; Oxomemazine HCl
IUPAC/Chemical Name
N,N,beta-Trimethyl-10H-phenothiazine-10-propylamine 5,5-dioxide monohydrochloride
InChi Key
NPMMOYKGIWLASW-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H22N2O2S.ClH/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)23(21,22)18-11-7-5-9-16(18)20;/h4-11,14H,12-13H2,1-3H3;1H
SMILES Code
CC(CN1c2c(S(=O)(c3c1cccc3)=O)cccc2)CN(C)C.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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 366.90 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
1: Bedhomme S, Vaillant-Roussel H, Vorilhon P, Lafarge E, Pereton B, Prunet- Spano C, Pereira B, Vennat B, Savanovitch C. Pediatric pharmaceutical interventions in self-medication: a descriptive study in community pharmacies. BMC Prim Care. 2023 Nov 6;24(1):232. doi: 10.1186/s12875-023-02180-9. PMID: 37932731; PMCID: PMC10626637. 2: Raikar P, Gurupadayya B, Rajan S, Koganti S, Mounika P. Enantiomeric separation of oxomemazine in rabbit plasma by ultra-fast LC and application in a stereoselective pharmacokinetic study. Bioanalysis. 2022 Apr;14(8):479-489. doi: 10.4155/bio-2022-0008. Epub 2022 Apr 29. PMID: 35484942. 3: Abdelaleem EA, Abdelwahab NS. Green chromatographic method for analysis of some anti-cough drugs and their toxic impurities with comparison to conventional methods. Saudi Pharm J. 2018 Dec;26(8):1185-1191. doi: 10.1016/j.jsps.2018.07.007. Epub 2018 Jul 25. PMID: 30532640; PMCID: PMC6260482. 4: Zhou J, Luo P, Chen S, Meng L, Sun C, Du Q, Sun F. Enantioseparation of Six Antihistamines with Immobilized Cellulose Chiral Stationary Phase by HPLC. J Chromatogr Sci. 2016 Apr;54(4):531-5. doi: 10.1093/chromsci/bmv177. Epub 2015 Dec 10. PMID: 26657408; PMCID: PMC4885385. 5: Mohamed AM, Abdelmageed OH, Salem H, Nagy DM, Omar MA. Spectrofluorimetric determination of certain biologically active phenothiazines in commercial dosage forms and human plasma. Luminescence. 2013 May-Jun;28(3):345-54. doi: 10.1002/bio.2388. Epub 2012 Jul 12. PMID: 22786713. 6: Siddegowda MS, Butcher RJ, Akkurt M, Yathirajan HS, Ramesh AR. Oxomemazine hydro-chloride. Acta Crystallogr Sect E Struct Rep Online. 2011 Aug 1;67(Pt 8):o1875. doi: 10.1107/S1600536811025372. Epub 2011 Jul 2. PMID: 22090928; PMCID: PMC3212271. 7: Pajak B, Molnar J, Engi H, Orzechowski A. Preliminary studies on phenothiazine-mediated reversal of multidrug resistance in mouse lymphoma and COLO 320 cells. In Vivo. 2005 Nov-Dec;19(6):1101-4. PMID: 16277030. 8: El-Didamony AM. Extractive spectrophotometric methods for the determination of oxomemazine hydrochloride in bulk and pharmaceutical formulations using bromocresol green, bromocresol purple and bromophenol blue. Arch Pharm (Weinheim). 2005 Apr;338(4):190-7. doi: 10.1002/ardp.200400947. PMID: 15864789. 9: Pujet JC, Keddad K, Sévenier F, Jolivet-Landreau I. Etude comparative de deux antitussifs dans le traitement des toux aiguës sèches d'origine infectieuse (étude prospective, randomisée, en simple aveugle) [Comparative study of two antitussive drugs in the treatment of acute dry cough of infectious origin (prospective, randomized, single blind study)]. Therapie. 2002 Sep- Oct;57(5):457-63. French. PMID: 12611200. 10: Brasseur P, Lecoublet S, Kapel N, Favennec L, Ballet JJ. In vitro evaluation of drug susceptibilities of Babesia divergens isolates. Antimicrob Agents Chemother. 1998 Apr;42(4):818-20. doi: 10.1128/AAC.42.4.818. PMID: 9559789; PMCID: PMC105548. 11: Lee SW, Woo CW, Kim JG. Selectivity of oxomemazine for the M1 muscarinic receptors. Arch Pharm Res. 1994 Dec;17(6):443-51. doi: 10.1007/BF02979123. PMID: 10319156. 12: Maurer H, Pfleger K. Identification of phenothiazine antihistamines and their metabolites in urine. Arch Toxicol. 1988;62(2-3):185-91. doi: 10.1007/BF00570138. PMID: 2904251. 13: Pérez EH, Santos LR. A oxomemazina (6847 RP) nas dermatites pruriginosas [Oxomemazine (6847 RP) in dermatitis pruriginosa]. Hospital (Rio J). 1969 Feb;75(2):703-14. Portuguese. PMID: 5311223. 14: De Groote J, Gomand L, Van de Mierop L. Klinische studie van oxomemazine in de gastro-enterologie: meer bepaald in de oesophago-gastrische patologie [Clinical studies with oxomemazine in gastroenterology: more specifically in esophago-gastric pathology]. Tijdschr Gastroenterol. 1966;9(4):371-8. Dutch. PMID: 5336251. 15: Lecomte J. Antagonisme comparé de l'oxomémazine et de la prométhazine sur l'hypotension artérielle histaminique du rat [Comparative antagonism of oxomemazine and promethazine on histaminic arterial hypotension in rats]. C R Seances Soc Biol Fil. 1966;160(5):1108-10. French. PMID: 4225083. 16: Alison M. Essais thérapeutiques chez l'enfant et particulièrement chez le nourrisson d'un nouveau sirop bechique, expectorant, à base d'oxomémazine [Therapeutic trials in children and particularly in infants of a new expectorant cough syrup with oxomemazine base]. J Med Lyon. 1965 Oct 20;46(85):1683-6. French. PMID: 5854603. 17: Chapuis, Dalmais, Belpois, Meunier. L'Oxomémazine (nouvel antihistaminique). Son intérêt en médecine générale [Oxomemazine (new antihistaminic). Its value in general medicine]. Lyon Med. 1965 Sep 19;214(38):413-6. French. PMID: 4379009. 18: HERXHEIMER H, STRESEMANN E. THE EFFECT OF SOME NEW ANTIHISTAMINES ON THE ANAPHYLACTIC MICROSHOCK OF THE GUINEA-PIG. Br J Pharmacol Chemother. 1963 Dec;21(3):414-8. doi: 10.1111/j.1476-5381.1963.tb02008.x. PMID: 14110740; PMCID: PMC1703885.