Morpholine

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H9NO
Molecular Weight	87.1204
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1COCCN1

InChI

InChIKey=YNAVUWVOSKDBBP-UHFFFAOYSA-N

InChI=1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2

HIDE SMILES / InChI

Molecular Formula	C4H9NO
Molecular Weight	87.1204
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.drugs.com/international/morpholine-salicylate.html

Morpholine salicylate is a derivative of salicylic acid. It is a non-steroidal anti-inflammatory drug and was marketed under a tradename Retarcyl, Dolical and Deposal.

Approval Year

PubMed

Title	Date	PubMed
Novel piperidinyloxy oxazolidinone antibacterial agents. Diversification of the N-Substituent.	2002-07	11983532
The zebrafish as a model for human disease.	2002-06-01	12045008
A provisional regulatory gene network for specification of endomesoderm in the sea urchin embryo.	2002-06-01	12027441
Multiple functions of a Zic-like gene in the differentiation of notochord, central nervous system and muscle in Ciona savignyi embryos.	2002-06	12015299
Metabolites of orally active NO-independent pyrazolopyridine stimulators of soluble guanylate cyclase.	2002-06	11937330
Intramural coronary delivery of advanced antisense oligonucleotides reduces neointimal formation in the porcine stent restenosis model.	2002-05-15	12020498
A dominant-negative form of p63 is required for epidermal proliferation in zebrafish.	2002-05	12015968
Fgf3 and Fgf8 are required together for formation of the otic placode and vesicle.	2002-05	11959820
The IGF pathway regulates head formation by inhibiting Wnt signaling in Xenopus.	2002-04-15	11944947
Axial protocadherin is a mediator of prenotochord cell sorting in Xenopus.	2002-04-15	11944936
Thiourea derivatives and their nickel(II) and platinum(II) complexes: antifungal activity.	2002-04-10	11931966
Adamantyl tenocyclidines--adjuvant therapy in poisoning with organophosphorus compounds and carbamates.	2002-04	11967623
Bioavailability and efficacy of antisense morpholino oligomers targeted to c-myc and cytochrome P-450 3A2 following oral administration in rats.	2002-04	11948540
Runx1 is required for zebrafish blood and vessel development and expression of a human RUNX1-CBF2T1 transgene advances a model for studies of leukemogenesis.	2002-04	11934867
LvDelta is a mesoderm-inducing signal in the sea urchin embryo and can endow blastomeres with organizer-like properties.	2002-04	11934860
Expression of ROCK-1 in human pancreatic cancer: its down-regulation by morpholino oligo antisense can reduce the migration of pancreatic cancer cells in vitro.	2002-04	11893932
Relationship between lipophilicity and antitumor activity of molecule library of Mannich ketones determined by high-performance liquid chromatography, clogP calculation and cytotoxicity test.	2002-03-05	11888064
The planar polarity gene strabismus regulates convergent extension movements in Xenopus.	2002-03-01	11867525
Multiple interactions between maternally-activated signalling pathways control Xenopus nodal-related genes.	2002-03	11934150
In vitro studies indicate that acid catalysed generation of N-nitrosocompounds from dietary nitrate will be maximal at the gastro-oesophageal junction and cardia.	2002-03	11916186
macho-1-Related genes in Ciona embryos.	2002-03	11914940
Tumor pretargeting in mice using (99m)Tc-labeled morpholino, a DNA analog.	2002-03	11884499
her1 and the notch pathway function within the oscillator mechanism that regulates zebrafish somitogenesis.	2002-03	11874913
Low density lipoprotein receptor-related protein mediates apolipoprotein E inhibition of smooth muscle cell migration.	2002-02-08	11739389
Anchor-based design of improved cholera toxin and E. coli heat-labile enterotoxin receptor binding antagonists that display multiple binding modes.	2002-02	11880036
Conformationally restrained analogues of sympathomimetic catecholamines. Synthesis and adrenergic activity of 5,6- and 6,7-dihydroxy-3,4-dihydrospiro[naphthalen-1(2H)-2',5'-morpholines].	2002-01	11841871
The transcription factor Sox9 is required for cranial neural crest development in Xenopus.	2002-01	11807034
2001: a mouse genome odyssey.	2002	11864368
O-Phosphonatomethylcholine, its analogues, alkyl esters, and their biological activity.	2001-12-06	11728191
Reactions with pyrrolidine-2,4-diones, Part 4: Synthesis of some 3-substituted 1,5-diphenylpyrrolidine-2,4-diones as potential antimicrobial, anti-HIV-1 and antineoplastic agents.	2001-12	11802654
Morpholinium 2-chloro-4-nitrobenzoate, 2-chloro-5-nitrobenzoate and 4-chloro-3-nitrobenzoate.	2001-12	11740114
Expression of c-myc is not critical for cell proliferation in established human leukemia lines.	2001-11-16	11734062
Gridlock signalling pathway fashions the first embryonic artery.	2001-11-08	11700560
Optimization of 4-phenylamino-3-quinolinecarbonitriles as potent inhibitors of Src kinase activity.	2001-11-08	11689083
Shellac formulations to reduce epiphytic survival of coliform bacteria on citrus fruit postharvest.	2001-11	11726155
Effect of new synthetic growth regulators, isomeric 1-(dimethyloctyl), 1-alkylpiperidinium and morpholinium halides on morphogenesis of Aster chinensis L. as a function of their molecular structure.	2001-10-19	11605336
In vitro selection of allosteric ribozymes: theory and experimental validation.	2001-10-05	11580234
Inhibition of Vesivirus infections in mammalian tissue culture with antisense morpholino oligomers.	2001-10	11763348
trans-2,4,4,6,8,8-Hexamorpholino-2,6-bis(n-propylamino)cyclo-2lambda5,4lambda5,6lambda5,8lambda5-tetraphosphazatetraene.	2001-10	11600795
Kermit, a frizzled interacting protein, regulates frizzled 3 signaling in neural crest development.	2001-10	11585793
Polar nitrogen compounds and their behaviour in the drinking water treatment process.	2001-10	11561612
The winged helix transcription factor Foxc1a is essential for somitogenesis in zebrafish.	2001-09-15	11562356
Wnt8 is required in lateral mesendodermal precursors for neural posteriorization in vivo.	2001-09	11566861
Early embryonic expression of a LIM-homeobox gene Cs-lhx3 is downstream of beta-catenin and responsible for the endoderm differentiation in Ciona savignyi embryos.	2001-09	11566860
XMeis3 protein activity is required for proper hindbrain patterning in Xenopus laevis embryos.	2001-09	11566848
Zebrafish wnt8 encodes two wnt8 proteins on a bicistronic transcript and is required for mesoderm and neurectoderm patterning.	2001-07	11703928
Inhibition of RNA synthesis in vitro and cell growth by anthracycline antibiotics.	2001	11845988
Final report on the safety assessment of Cetethyl Morpholinium Ethosulfate.	2001	11766137
Learning the language of cell-cell communication through connexin channels.	2001	11737941
An amphibian with ambition: a new role for Xenopus in the 21st century.	2001	11597339

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:50:04 GMT 2025` Edited by `admin` on `Mon Mar 31 17:50:04 GMT 2025`
Record UNII	8B2ZCK305O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Morpholine

Official Name

English

NSC-9376

Preferred Name

English

Diethylene oximide

Common Name

English

Morpholine [IARC]

Common Name

English

Diethylene imidoxide

Common Name

English

Morpholine [HSDB]

Common Name

English

Morpholine [MI]

Common Name

English

Morpholine [FCC]

Common Name

English

Tetrahydro-2H-1,4-oxazine

Systematic Name

English

Classification Tree Code System Code

CFR

21 CFR 172.235