MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 591728 | Name: Morpholine
Featured

Description:

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

Morpholine is an organic chemical compound having the chemical formula O(CH₂CH₂)₂NH. This heterocycle features both amine and ether functional groups. Because of the amine, morpholine is a base; its conjugate acid is called morpholinium

Chemical Structure

Morpholine
Morpholine
CAS#110-91-8

Theoretical Analysis

MedKoo Cat#: 591728

Name: Morpholine

CAS#: 110-91-8

Chemical Formula: C4H9NO

Exact Mass: 87.0684

Molecular Weight: 87.12

Elemental Analysis: Chemical Formula: C4H9NO Exact Mass: 87.0684 Molecular Weight: 87.1220 Elemental Analysis: C, 55.15; H, 10.41; N, 16.08; O, 18.36

Price and Availability

Size Price Availability Quantity
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Morpholine; AI3-01231; AI3 01231; AI301231
IUPAC/Chemical Name
Morpholine
InChi Key
YNAVUWVOSKDBBP-UHFFFAOYSA-N
InChi Code
InChI=1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2
SMILES Code
N1CCOCC1
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
>3 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
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Morpholine is an organic chemical compound having the chemical formula O(CH₂CH₂)₂NH.
In vitro activity:
A series of morpholine substituted quinazoline derivatives have been synthesized and evaluated for cytotoxic potential against A549, MCF-7 and SHSY-5Y cancer cell lines. These compounds were found to be non-toxic against HEK293 cells at 25 μM and hence display anticancer potential. In these series compounds, AK-3 and AK-10 displayed significant cytotoxic activity against all the three cell lines. Reference: RSC Med Chem. 2022 Apr 5;13(5):599-609. https://pubmed.ncbi.nlm.nih.gov/35694693/
In vivo activity:
This study designed a series of PI3K inhibitor derivatives wherein a single morpholine group of the PI3K inhibitor ZSTK474 was substituted with a variety of 2-aminoethyl functional groups. Compounds 6r and 6s demonstrated in vivo tolerability with therapeutic efficacy through reduction of kinase activation and amelioration of disease phenotypes in the JAK2V617F mutant myelofibrosis mouse cancer model. Reference: Eur J Med Chem. 2022 Feb 5;229:113996. https://pubmed.ncbi.nlm.nih.gov/34802837/

Preparing Stock Solutions

The following data is based on the product molecular weight 87.12 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:
1. Dwivedi AR, Kumar V, Prashar V, Verma A, Kumar N, Parkash J, Kumar V. Morpholine substituted quinazoline derivatives as anticancer agents against MCF-7, A549 and SHSY-5Y cancer cell lines and mechanistic studies. RSC Med Chem. 2022 Apr 5;13(5):599-609. doi: 10.1039/d2md00023g. PMID: 35694693; PMCID: PMC9132193. 2. Podda E, Carla Aragoni M, Arca M, Atzeni G, Coles SJ, Ennas G, Isaia F, Lippolis V, Orru G, Scano A, Orton JB, Pintus A, Scano A. Morpholine- and Thiomorpholine-Based Amidodithiophosphonato Nickel Complexes: Synthesis, Characterization, P-N Cleavage, Antibacterial Activity and Silica Nano-Dispersion. J Nanosci Nanotechnol. 2021 May 1;21(5):2879-2891. doi: 10.1166/jnn.2021.19058. PMID: 33653454. 3. Van Dort ME, Jang Y, Bonham CA, Heist K, Palagama DSW, McDonald L, Zhang EZ, Chenevert TL, Luker GD, Ross BD. Structural effects of morpholine replacement in ZSTK474 on Class I PI3K isoform inhibition: Development of novel MEK/PI3K bifunctional inhibitors. Eur J Med Chem. 2022 Feb 5;229:113996. doi: 10.1016/j.ejmech.2021.113996. Epub 2021 Nov 14. PMID: 34802837; PMCID: PMC8792322. 4. Li Z, Wang ZC, Li X, Abbas M, Wu SY, Ren SZ, Liu QX, Liu Y, Chen PW, Duan YT, Lv PC, Zhu HL. Design, synthesis and evaluation of novel diaryl-1,5-diazoles derivatives bearing morpholine as potent dual COX-2/5-LOX inhibitors and antitumor agents. Eur J Med Chem. 2019 May 1;169:168-184. doi: 10.1016/j.ejmech.2019.03.008. Epub 2019 Mar 8. PMID: 30877972.
In vitro protocol:
1. Dwivedi AR, Kumar V, Prashar V, Verma A, Kumar N, Parkash J, Kumar V. Morpholine substituted quinazoline derivatives as anticancer agents against MCF-7, A549 and SHSY-5Y cancer cell lines and mechanistic studies. RSC Med Chem. 2022 Apr 5;13(5):599-609. doi: 10.1039/d2md00023g. PMID: 35694693; PMCID: PMC9132193. 2. Podda E, Carla Aragoni M, Arca M, Atzeni G, Coles SJ, Ennas G, Isaia F, Lippolis V, Orru G, Scano A, Orton JB, Pintus A, Scano A. Morpholine- and Thiomorpholine-Based Amidodithiophosphonato Nickel Complexes: Synthesis, Characterization, P-N Cleavage, Antibacterial Activity and Silica Nano-Dispersion. J Nanosci Nanotechnol. 2021 May 1;21(5):2879-2891. doi: 10.1166/jnn.2021.19058. PMID: 33653454.
In vivo protocol:
1. Van Dort ME, Jang Y, Bonham CA, Heist K, Palagama DSW, McDonald L, Zhang EZ, Chenevert TL, Luker GD, Ross BD. Structural effects of morpholine replacement in ZSTK474 on Class I PI3K isoform inhibition: Development of novel MEK/PI3K bifunctional inhibitors. Eur J Med Chem. 2022 Feb 5;229:113996. doi: 10.1016/j.ejmech.2021.113996. Epub 2021 Nov 14. PMID: 34802837; PMCID: PMC8792322. 2. Li Z, Wang ZC, Li X, Abbas M, Wu SY, Ren SZ, Liu QX, Liu Y, Chen PW, Duan YT, Lv PC, Zhu HL. Design, synthesis and evaluation of novel diaryl-1,5-diazoles derivatives bearing morpholine as potent dual COX-2/5-LOX inhibitors and antitumor agents. Eur J Med Chem. 2019 May 1;169:168-184. doi: 10.1016/j.ejmech.2019.03.008. Epub 2019 Mar 8. PMID: 30877972.
1: Nguyen HGT, Nguyen VN, Kamounah FS, Hansen PE. Structure of a new Usnic acid derivative from a deacylating Mannich reaction. NMR studies supported by theoretical calculations of chemical shifts. Magn Reson Chem. 2018 Jun 19. doi: 10.1002/mrc.4760. [Epub ahead of print] PubMed PMID: 29920769. 2: Cao M, Zhang P, Feng Y, Zhang H, Zhu H, Lian K, Kang W. Development of a Method for Rapid Determination of Morpholine in Juices and Drugs by Gas Chromatography-Mass Spectrometry. J Anal Methods Chem. 2018 Apr 26;2018:9670481. doi: 10.1155/2018/9670481. eCollection 2018. PubMed PMID: 29854564; PubMed Central PMCID: PMC5944257. 3: Dhahagani K, Kesavan MP, Gujuluva Gangatharan Vinoth K, Ravi L, Rajagopal G, Rajesh J. Crystal structure, optical properties, DFT analysis of new morpholine based Schiff base ligands and their copper(II) complexes: DNA, protein docking analyses, antibacterial study and anticancer evaluation. Mater Sci Eng C Mater Biol Appl. 2018 Sep 1;90:119-130. doi: 10.1016/j.msec.2018.04.032. Epub 2018 Apr 21. PubMed PMID: 29853075. 4: Bandaru SSM, Kapdi AR, Schulzke C. Crystal structure of 4-(pyrazin-2-yl)morpholine. Acta Crystallogr E Crystallogr Commun. 2018 Jan 12;74(Pt 2):137-140. doi: 10.1107/S2056989018000312. eCollection 2018 Feb 1. PubMed PMID: 29850040; PubMed Central PMCID: PMC5956323. 5: Sudheesh KV, Jayaram PS, Samanta A, Bejoymohandas KS, Jayasree RS, Ajayaghosh A. A Cyclometalated Ir(III) Complex as Lysosome Targeted Photodynamic Therapeutic Agent for Integrated Imaging and Therapy in Cancer Cells. Chemistry. 2018 May 28. doi: 10.1002/chem.201801918. [Epub ahead of print] PubMed PMID: 29806867. 6: Cao J, Sun J, Yan CG. Regioselective and diastereoselective synthesis of two functionalized 1,5-methanoindeno[1,2-d]azocines via a three-component reaction. Org Biomol Chem. 2018 Jun 6;16(22):4170-4175. doi: 10.1039/c8ob00144h. PubMed PMID: 29786731. 7: Zhang H, Lund DM, Ciccone HA, Staatz WD, Ibrahim MM, Largent-Milnes TM, Seltzman HH, Spigelman I, Vanderah TW. Peripherally restricted cannabinoid 1 receptor agonist as a novel analgesic in cancer-induced bone pain. Pain. 2018 May 16. doi: 10.1097/j.pain.0000000000001278. [Epub ahead of print] PubMed PMID: 29781960. 8: Lai JKH, Collins MM, Uribe V, Jiménez-Amilburu V, Günther S, Maischein HM, Stainier DYR. The Hippo pathway effector Wwtr1 regulates cardiac wall maturation in zebrafish. Development. 2018 May 17;145(10). pii: dev159210. doi: 10.1242/dev.159210. PubMed PMID: 29773645. 9: Lancina MG 3rd, Wang J, Williamson GS, Yang H. DenTimol as A Dendrimeric Timolol Analogue for Glaucoma Therapy: Synthesis and Preliminary Efficacy and Safety Assessment. Mol Pharm. 2018 May 30. doi: 10.1021/acs.molpharmaceut.8b00401. [Epub ahead of print] PubMed PMID: 29767982. 10: Hart RG, Sharma M, Mundl H, Kasner SE, Bangdiwala SI, Berkowitz SD, Swaminathan B, Lavados P, Wang Y, Wang Y, Davalos A, Shamalov N, Mikulik R, Cunha L, Lindgren A, Arauz A, Lang W, Czlonkowska A, Eckstein J, Gagliardi RJ, Amarenco P, Ameriso SF, Tatlisumak T, Veltkamp R, Hankey GJ, Toni D, Bereczki D, Uchiyama S, Ntaios G, Yoon BW, Brouns R, Endres M, Muir KW, Bornstein N, Ozturk S, O'Donnell MJ, De Vries Basson MM, Pare G, Pater C, Kirsch B, Sheridan P, Peters G, Weitz JI, Peacock WF, Shoamanesh A, Benavente OR, Joyner C, Themeles E, Connolly SJ; NAVIGATE ESUS Investigators. Rivaroxaban for Stroke Prevention after Embolic Stroke of Undetermined Source. N Engl J Med. 2018 Jun 7;378(23):2191-2201. doi: 10.1056/NEJMoa1802686. Epub 2018 May 16. PubMed PMID: 29766772. 11: Khoder ZM, Wong CE, Chemler SR. Stereoselective Synthesis of Isoxazolidines via Copper-Catalyzed Alkene Diamination. ACS Catal. 2017 Jul 7;7(7):4775-4779. doi: 10.1021/acscatal.7b01362. Epub 2017 Jun 15. PubMed PMID: 29755827; PubMed Central PMCID: PMC5944859. 12: Sharma S, Mazumdar S, Italiya KS, Date T, Mahato RI, Mittal A, Chitkara D. Cholesterol and Morpholine Grafted Cationic Amphiphilic Copolymers for miRNA-34a Delivery. Mol Pharm. 2018 Jun 4;15(6):2391-2402. doi: 10.1021/acs.molpharmaceut.8b00228. Epub 2018 May 24. PubMed PMID: 29747513. 13: Huang PW, Wang CZ, Wu QY, Lan JH, Song G, Chai ZF, Shi WQ. Understanding Am(3+)/Cm(3+) separation with H(4)TPAEN and its hydrophilic derivatives: a quantum chemical study. Phys Chem Chem Phys. 2018 May 23;20(20):14031-14039. doi: 10.1039/c7cp08441b. PubMed PMID: 29745385. 14: Inaba JI, Nagy PD. Tombusvirus RNA replication depends on the TOR pathway in yeast and plants. Virology. 2018 Jun;519:207-222. doi: 10.1016/j.virol.2018.04.010. Epub 2018 May 7. PubMed PMID: 29734044. 15: Nan Y, Zhang YJ. Antisense Phosphorodiamidate Morpholino Oligomers as Novel Antiviral Compounds. Front Microbiol. 2018 Apr 20;9:750. doi: 10.3389/fmicb.2018.00750. eCollection 2018. Review. PubMed PMID: 29731743; PubMed Central PMCID: PMC5920040. 16: Shen L, Fang SS, Ge H, Qiao ZQ, Gu ZC. Optimal nonvitamin K antagonist oral anticoagulant therapy in a warfarin-sensitive patient after left atrial appendage closure: A case report. Medicine (Baltimore). 2018 May;97(18):e0683. doi: 10.1097/MD.0000000000010683. PubMed PMID: 29718897. 17: Kowalska A, Pluta K, Latocha M. Synthesis and anticancer activity of multisubstituted purines and xanthines with one or two propynylthio and aminobutynylthio groups. Med Chem Res. 2018;27(5):1384-1395. doi: 10.1007/s00044-018-2155-3. Epub 2018 Mar 6. PubMed PMID: 29706750; PubMed Central PMCID: PMC5904222. 18: Peng M, Wang Y, Fu Q, Sun F, Na N, Ouyang J. Melanosome-Targeting Near-Infrared Fluorescent Probe with Large Stokes Shift for in Situ Quantification of Tyrosinase Activity and Assessing Drug Effects on Differently Invasive Melanoma Cells. Anal Chem. 2018 May 15;90(10):6206-6213. doi: 10.1021/acs.analchem.8b00734. Epub 2018 May 2. PubMed PMID: 29696968. 19: Uehara M, Minemura H, Ohno T, Hashimoto M, Wakabayashi H, Okudaira N, Sakagami H. In Vitro Antitumor Activity of Alkylaminoguaiazulenes. In Vivo. 2018 May-Jun;32(3):541-547. PubMed PMID: 29695558. 20: Angeli A, Donald WA, Parkkila S, Supuran CT. Activation studies with amines and amino acids of the β-carbonic anhydrase from the pathogenic protozoan Leishmania donovani chagasi. Bioorg Chem. 2018 Aug;78:406-410. doi: 10.1016/j.bioorg.2018.04.010. Epub 2018 Apr 16. PubMed PMID: 29689418.

View History

Granaticin

Granaticin

IPS-02001

IPS-02001

Deoxygerfelin

Deoxygerfelin

ME-10092

ME-10092

Iproxamine

Iproxamine

TD-5471

TD-5471