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MedKoo Cat#: 341466 | Name: Atropine Oxide

Description:

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

Atropine Oxide is a derivative of Atropine. Atropine is a medication to treat certain types of nerve agent and pesticide poisonings as well as some types of slow heart rate and to decrease saliva production during surgery. Atropine is a competitive antagonist of the muscarinic acetylcholine receptor types M1, M2, M3, M4 and M5. It is classified as an anticholinergic drug (parasympatholytic).

Chemical Structure

Atropine Oxide
Atropine Oxide
CAS#4438-22-6 (free base)

Theoretical Analysis

MedKoo Cat#: 341466

Name: Atropine Oxide

CAS#: 4438-22-6 (free base)

Chemical Formula: C17H23NO4

Exact Mass: 305.1627

Molecular Weight: 305.37

Elemental Analysis: C, 66.86; H, 7.59; N, 4.59; O, 20.96

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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Related CAS #
4574-60-1 (HCl) 4438-22-6 (free base)
Synonym
Atropine Oxide; NSC 72861; NSC-72861; NSC72861.
IUPAC/Chemical Name
1-alpha-H,5-alpha-H-Tropan-3-alpha-ol, (+-)-tropate (ester), 8-oxide
InChi Key
HGWPFSBHDACWNL-GFBLOWMDSA-N
InChi Code
InChI=1S/C17H23NO4/c1-18(21)13-7-8-14(18)10-15(9-13)22-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15?,16?,18?
SMILES Code
C[N+]1([O-])[C@H]2CC[C@@H]1CC(C2)OC(=O)C(CO)c3ccccc3
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

Preparing Stock Solutions

The following data is based on the product molecular weight 305.37 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: Naghdi F, Gholamnezhad Z, Boskabady MH, Bakhshesh M. Muscarinic receptors, nitric oxide formation and cyclooxygenase pathway involved in tracheal smooth muscle relaxant effect of hydro-ethanolic extract of Lavandula angustifolia flowers. Biomed Pharmacother. 2018 Jun;102:1221-1228. doi: 10.1016/j.biopha.2018.04.004. Epub 2018 Apr 7. PubMed PMID: 29710541. 2: Oliveira Júnior RG, Ferraz CAA, Silva JC, de Andrade Teles RB, Silva MG, Diniz TC, Dos Santos US, de Souza AVV, Nunes CEP, Salvador MJ, Lorenzo VP, Quintans Júnior LJ, Almeida JRGDS. Neuropharmacological effects of essential oil from the leaves of Croton conduplicatus Kunth and possible mechanisms of action involved. J Ethnopharmacol. 2018 Apr 5;221:65-76. doi: 10.1016/j.jep.2018.04.009. [Epub ahead of print] PubMed PMID: 29627297. 3: Menezes PMN, Brito MC, de Paiva GO, Dos Santos CO, de Oliveira LM, de Araújo Ribeiro LA, de Lima JT, Lucchese AM, Silva FS. Relaxant effect of Lippia origanoides essential oil in guinea-pig trachea smooth muscle involves potassium channels and soluble guanylyl cyclase. J Ethnopharmacol. 2018 Mar 30;220:16-25. doi: 10.1016/j.jep.2018.03.040. [Epub ahead of print] PubMed PMID: 29609011. 4: Wei Y, Zhang CP, Guo S, Lu KH, Liu X, Yang Y, Liao ZH, Wu NB. [Effects of nitrogen form on accumulation of alkaloids and expression of relative genes in Atropa belladonna]. Zhongguo Zhong Yao Za Zhi. 2018 Jan;43(1):72-78. doi: 10.19540/j.cnki.cjcmm.2018.0003. Chinese. PubMed PMID: 29552814. 5: Mondal M, Sarkar K, Nath PP, Khatun A, Pal S, Paul G. Monosodium glutamate impairs the contraction of uterine visceral smooth muscle ex vivo of rat through augmentation of acetylcholine and nitric oxide signaling pathways. Reprod Biol. 2018 Mar;18(1):83-93. doi: 10.1016/j.repbio.2018.01.006. Epub 2018 Feb 3. PubMed PMID: 29402603. 6: Ismail A, Wan Ahmad WAN. Autonomic Receptors and Nitric-Oxide Involvements in Mediating Vasorelaxation Effect Induced by Syzygium polyanthum Leaves Extract. Pharmacognosy Res. 2017 Dec;9(Suppl 1):S9-S14. doi: 10.4103/pr.pr_69_17. PubMed PMID: 29333036; PubMed Central PMCID: PMC5757333. 7: Elghaba R, Bracci E. Dichotomous Effects of Mu Opioid Receptor Activation on Striatal Low-Threshold Spike Interneurons. Front Cell Neurosci. 2017 Dec 5;11:385. doi: 10.3389/fncel.2017.00385. eCollection 2017. PubMed PMID: 29259544; PubMed Central PMCID: PMC5723306. 8: Bülbül M, Sinen O, Gök M, Travagli RA. Apelin-13 inhibits gastric motility through vagal cholinergic pathway in rats. Am J Physiol Gastrointest Liver Physiol. 2018 Feb 1;314(2):G201-G210. doi: 10.1152/ajpgi.00223.2017. Epub 2017 Oct 12. PubMed PMID: 29025730; PubMed Central PMCID: PMC5866420. 9: Zan J, Song L, Wang J, Zou R, Hong F, Zhao J, Cheng Y, Xu M. Role of ghrelin in small intestinal motility following pediatric intracerebral hemorrhage in mice. Mol Med Rep. 2017 Nov;16(5):6958-6966. doi: 10.3892/mmr.2017.7468. Epub 2017 Sep 12. PubMed PMID: 28901462. 10: Yu J, Xu WH, Sun W, Sun Y, Guo ZL, Yu XL. Curcumin Alleviates the Functional Gastrointestinal Disorders of Mice In Vivo. J Med Food. 2017 Dec;20(12):1176-1183. doi: 10.1089/jmf.2017.3964. Epub 2017 Sep 7. PubMed PMID: 28880711. 11: Aydinoglu F, Dalkir FT, Demirbag HO, Ogulener N. The interaction of l-cysteine/H(2)S pathway and muscarinic acetylcholine receptors (mAChRs) in mouse corpus cavernosum. Nitric Oxide. 2017 Nov 1;70:51-58. doi: 10.1016/j.niox.2017.08.005. Epub 2017 Aug 25. PubMed PMID: 28847570. 12: Faghir-Ghanesefat H, Rahimi N, Yarmohammadi F, Mokhtari T, Abdollahi AR, Ejtemaei Mehr S, Dehpour AR. The expression, localization and function of α7 nicotinic acetylcholine receptor in rat corpus cavernosum. J Pharm Pharmacol. 2017 Dec;69(12):1754-1761. doi: 10.1111/jphp.12806. Epub 2017 Aug 24. PubMed PMID: 28836276. 13: Lozano-Cuenca J, González-Hernández A, López-Canales OA, Villagrana-Zesati JR, Rodríguez-Choreão JD, Morín-Zaragoza R, Castillo-Henkel EF, López-Canales JS. Possible mechanisms involved in the vasorelaxant effect produced by clobenzorex in aortic segments of rats. Braz J Med Biol Res. 2017 Aug 7;50(9):e5765. doi: 10.1590/1414-431X20175765. PubMed PMID: 28793049; PubMed Central PMCID: PMC5572851. 14: Yokoyama S, Hiramoto K, Yamate Y, Ooi K. Influence of Repeated Senna Laxative Use on Skin Barrier Function in Mice. Ann Dermatol. 2017 Aug;29(4):414-421. doi: 10.5021/ad.2017.29.4.414. Epub 2017 Jun 21. PubMed PMID: 28761288; PubMed Central PMCID: PMC5500705. 15: Schlickmann F, de Souza P, Boeing T, Mariano LNB, Steimbach VMB, Krueger CMA, da Silva LM, de Andrade SF, Cechinel-Filho V. Chemical composition and diuretic, natriuretic and kaliuretic effects of extracts of Mimosa bimucronata (DC.) Kuntze leaves and its majority constituent methyl gallate in rats. J Pharm Pharmacol. 2017 Nov;69(11):1615-1624. doi: 10.1111/jphp.12785. Epub 2017 Jul 26. PubMed PMID: 28744880. 16: Anselmi L, Toti L, Bove C, Travagli RA. Vagally mediated effects of brain stem dopamine on gastric tone and phasic contractions of the rat. Am J Physiol Gastrointest Liver Physiol. 2017 Nov 1;313(5):G434-G441. doi: 10.1152/ajpgi.00180.2017. Epub 2017 Jul 20. PubMed PMID: 28729246; PubMed Central PMCID: PMC5792220. 17: Nakato J, Ho YY, Omae R, Mizushige T, Uchida K, Tominaga M, Kim M, Goto T, Takahashi N, Kawada T, Akiduki S, Kanamoto R, Ohinata K. l-Ornithine and l-lysine stimulate gastrointestinal motility via transient receptor potential vanilloid 1. Mol Nutr Food Res. 2017 Nov;61(11). doi: 10.1002/mnfr.201700230. Epub 2017 Sep 7. PubMed PMID: 28722259. 18: de Oliveira Júnior RG, Ferraz CAA, Silva JC, de Oliveira AP, Diniz TC, E Silva MG, Quintans Júnior LJ, de Souza AVV, Dos Santos US, Turatti ICC, Lopes NP, Lorenzo VP, Almeida JRGDS. Antinociceptive Effect of the Essential Oil from Croton conduplicatus Kunth (Euphorbiaceae). Molecules. 2017 May 30;22(6). pii: E900. doi: 10.3390/molecules22060900. PubMed PMID: 28556808. 19: Moharrami F, Hosseini B, Sharafi A, Farjaminezhad M. Enhanced production of hyoscyamine and scopolamine from genetically transformed root culture of Hyoscyamus reticulatus L. elicited by iron oxide nanoparticles. In Vitro Cell Dev Biol Plant. 2017;53(2):104-111. doi: 10.1007/s11627-017-9802-0. Epub 2017 Feb 27. PubMed PMID: 28553065; PubMed Central PMCID: PMC5423962. 20: Wang R, Han MT, Lv XL, Yu YA, Chai SQ, Qu CM, Liu CY. Inhibitory action of oxytocin on spontaneous contraction of rat distal colon by nitrergic mechanism: involvement of cyclic GMP and apamin-sensitive K(+) channels. Acta Physiol (Oxf). 2017 Nov;221(3):182-192. doi: 10.1111/apha.12890. Epub 2017 May 20. PubMed PMID: 28444988.