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Chemistry

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Also known as: 110-91-8, 1-oxa-4-azacyclohexane, Tetrahydro-1,4-oxazine, Diethylene oximide, Diethylenimide oxide, Diethyleneimide oxide
Molecular Formula
C4H9NO
Molecular Weight
87.12  g/mol
InChI Key
YNAVUWVOSKDBBP-UHFFFAOYSA-N
FDA UNII
8B2ZCK305O

Morpholine
1 2D Structure

Morpholine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
morpholine
2.1.2 InChI
InChI=1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2
2.1.3 InChI Key
YNAVUWVOSKDBBP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1COCCN1
2.2 Other Identifiers
2.2.1 UNII
8B2ZCK305O
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Morpholine Hydrochloride

2. Morpholine Hydroiodide

3. Morpholine Phosphate

4. Morpholine Phosphate (3:1)

5. Morpholine Phosphonate (1:1)

6. Morpholine Sulfite (1:1)

2.3.2 Depositor-Supplied Synonyms

1. 110-91-8

2. 1-oxa-4-azacyclohexane

3. Tetrahydro-1,4-oxazine

4. Diethylene Oximide

5. Diethylenimide Oxide

6. Diethyleneimide Oxide

7. Diethylene Imidoxide

8. Drewamine

9. Tetrahydro-2h-1,4-oxazine

10. Tetrahydro-p-oxazine

11. P-isoxazine, Tetrahydro-

12. Tetrahydro-1,4-isoxazine

13. Morpholin

14. Basf 238

15. Caswell No. 584

16. 2h-1,4-oxazine, Tetrahydro-

17. 4h-1,4-oxazine, Tetrahydro-

18. Morpholine, 4-soya Alkyl Derivs.

19. Nsc 9376

20. 138048-80-3

21. Mfcd00005972

22. N-vinylbenzylmorpholine-divinylbenzene Copolymer

23. C4h9no

24. Tetrahydro-4h-1-4-oxazine

25. 8b2zck305o

26. Chebi:34856

27. Nsc-9376

28. Dsstox_cid_5688

29. Dsstox_rid_77880

30. Dsstox_gsid_25688

31. Cas-110-91-8

32. Ccris 2482

33. Hsdb 102

34. Morpholine,reag

35. Tetrahydro-p-isoxazine

36. Morpholine, Pract

37. Einecs 203-815-1

38. Un2054

39. Epa Pesticide Chemical Code 054701

40. Brn 0102549

41. Morphline

42. Unii-8b2zck305o

43. Morpho Line

44. Morpholine-

45. Ai3-01231

46. 6lr

47. 4h-1, Tetrahydro-

48. Morpholine [mi]

49. Morpholine [un2054] [flammable Liquid]

50. Morpholine Reagent Grade

51. Morpholine [fcc]

52. Morpholine [hsdb]

53. Morpholine [iarc]

54. Morpholine [inci]

55. Morpholine On Rasta Resin

56. Wln: T6m Dotj

57. Ec 203-815-1

58. Ncimech_000154

59. Tetrahydro-1, 4-isoxazine

60. Nciopen2_007748

61. Oprea1_317540

62. Tetryhydro-2h-1,4-oxazine

63. Tetrahydro-4h-1,4-oxazine

64. 4-27-00-00015 (beilstein Handbook Reference)

65. Bidd:er0297

66. Morpholine, Analytical Standard

67. Chembl276518

68. Dtxsid2025688

69. Nsc9376

70. Amy22834

71. Bcp24054

72. Str00194

73. Zinc1699948

74. Tox21_202450

75. Tox21_303240

76. Stl182843

77. Akos000118829

78. Morpholine, Acs Reagent, >=99.0%

79. Morpholine, Reagentplus(r), >=99%

80. Db13669

81. Na 2054

82. Un 2054

83. Ncgc00249227-01

84. Ncgc00256942-01

85. Ncgc00259999-01

86. 61791-40-0

87. Morpholine, P.a., Acs Reagent, 99.0%

88. Db-030063

89. Morpholine [un2054] [flammable Liquid]

90. Ft-0628993

91. M0465

92. Morpholine Purified By Distillation From Glass

93. Morpholine, Purified By Redistillation, >=99.5%

94. Q410243

95. J-522715

96. 1-oxa-4-azacyclohexane ; Tetrahydro-2h-1,4-oxazine

97. F2190-0339

98. Morpholine, Polymer-bound, 200-400 Mesh, Extent Of Labeling: 2.75-3.25 Mmol/g Loading, 1 % Cross-linked

99. Scavengepore(tm) Phenethyl Morpholine, Macroporous, 40-70 Mesh, Extent Of Labeling: 0.7-1.5 Mmol/g Loading

100. Stratospheres(tm) Pl-mph Resin, 50-100 Mesh, Extent Of Labeling: 3.0-4.0 Mmol/g Loading, 1 % Cross-linked

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 87.12 g/mol
Molecular Formula C4H9NO
XLogP3-0.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass87.068413911 g/mol
Monoisotopic Mass87.068413911 g/mol
Topological Polar Surface Area21.3 Ų
Heavy Atom Count6
Formal Charge0
Complexity34.5
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

Morpholine has antibacterial and antimycotic properties, as has been demonstrated on pathogenic organisms.

WHO/Health and Safety Guide No. 92 for Morpholine (1995). Available from, as of May 14, 2010: https://www.inchem.org/pages/hsg.html


Morpholine, like other amines, shows antibacterial and anti-mycotic action. /It was/ demonstrated that 0.5% morpholine inhibits the growth of a variety of pathogenic bacteria on agar plates and in liquid medium. Application of 10% morpholine was shown to cure an experimental mycosis in guinea pigs caused by Trychophyton mentagrophytes var. granulosum. The pH was not specified.

WHO; Environ Health Criteria 179: Morpholine (1996). Available from, as of May 14, 2010: https://www.inchem.org/pages/ehc.html


4.2 Minimum/Potential Fatal Human Dose

4. 4 = very toxic: probable oral lethal dose (human) 50-500 mg/kg; between 1 teaspoon & 1 ounce for 70 kg person (150 lb).

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-74


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

The results of a variety of in vivo and in vitro experiments suggested that the kidneys were the primary route of elimination of morpholine in the rabbit. Morpholine was not bound to serum proteins and was excreted 90% unchanged. The concentration of [14C]morpholine in the renal cortex was 6.6 times the concentration in the blood, and in the renal medulla was 15.3 times the concentration in the blood after 30 min after the intravenous injection of single boluses of labeled compound. The chemical appeared to be distributed mainly to the extracellular space, and its rate of elimination was enhanced by acidification of the urine.

PMID:7268791 Van Stee EW et al; Toxicology 20 (1): 53-50 (1981)


Morpholine is well absorbed after oral and dermal administration and inhalation. Distribution studies showed that in rabbits, following inhalation or injection, the highest concentrations of morpholine were found in the kidney, whereas, in rats, high concentrations were found in muscle. In mice, rats, hamsters, guinea-pigs, and rabbits, almost all ingested or intravenously or intraperitoneally injected morpholine was excreted unchanged in the urine. In guinea-pigs, the metabolite N-methylmorpholine-N-oxide was identified. Only 0.5% was eliminated as CO2.

WHO/Health and Safety Guide No. 92 for Morpholine (1995). Available from, as of May 14, 2010: https://www.inchem.org/pages/hsg.html


Female New Zealand rabbits (number not given) were exposed to morpholine (905 mg/ci m) for 5 hr by nose-only inhalation. At the end of the exposure, the animals were sacrificed and the tissue and body fluids analyzed. Concentrations of morpholine were highest in urine (324 mg/L) and kidney (118 mg/kg), the other tissues having concentrations below 40 mg/kg.

WHO; Environ Health Criteria 179: Morpholine (1996). Available from, as of May 14, 2010: https://www.inchem.org/pages/ehc.html


Elimination of (14)C from labeled morpholine (intraperitoneal injection) through expired air is minimal. In rats, experiments have shown that only about 0.5% of the dose of radioactively labelled morpholine is exhaled as (14)CO2. In rabbits 0.0008% of the administered dose was (14)CO2.

WHO; Environ Health Criteria 179: Morpholine (1996). Available from, as of May 14, 2010: https://www.inchem.org/pages/ehc.html


For more Absorption, Distribution and Excretion (Complete) data for Morpholine (14 total), please visit the HSDB record page.


5.2 Metabolism/Metabolites

There is ample evidence that this substance can be nitrosated to the carcinogenic N-nitrosomorpholine (NMOR) by reactions ... within the human body ... NMOR may be formed following concomitant administration of morpholine and nitrite or nitrous oxide under physiological conditions.

WHO/Health and Safety Guide No. 92 for Morpholine (1995). Available from, as of May 14, 2010: https://www.inchem.org/pages/hsg.html


Immunostimulation of rats by intraperitoneal treatment with E. coli lipopolysaccharide (LPS; 1 mg/kg) led to a large increase in urinary nitrate and urinary metabolites of NMOR (N-nitrosomorpholine) when morpholine (80 umol/kg) and L-arginine (400 umol/kg) were injected intraperitoneally. The replacement of LPS with nitrate (330 umol/kg intraperitoneal) did not increase urinary metabolites of NMOR. This result is consistent with endogenous nitrosation of morpholine by nitrogen oxide (NO) from oxidation of the guanido group of arginine by induced NO synthase.

WHO; Environ Health Criteria 179: Morpholine (1996). Available from, as of May 14, 2010: https://www.inchem.org/pages/ehc.html


In vitro nitrosation of morpholine has been reported. NMOR (N-nitrosomorpholine) was formed when morpholine was added to human saliva. Additionally, a new type of metabolite, N-cyanomorpholine, was identified in human saliva.

WHO; Environ Health Criteria 179: Morpholine (1996). Available from, as of May 14, 2010: https://www.inchem.org/pages/ehc.html


A method /was developed/ to monitor the in vivo formation of NMOR (N-nitrosomorpholine) by measuring N-nitroso (2-hydroxyethyl)glycine, its major urinary metabolite. The formation of NMOR was measured in F-344 rats over wide range of doses of morpholine (38.3 - 0.92 umol) and sodium nitrite (191 - 4.8 umol). According to estimates ..., 0.5 to 12% of the morpholine, depending on the dose, was nitrosated.

WHO; Environ Health Criteria 179: Morpholine (1996). Available from, as of May 14, 2010: https://www.inchem.org/pages/ehc.html


For more Metabolism/Metabolites (Complete) data for Morpholine (11 total), please visit the HSDB record page.


5.3 Biological Half-Life

After ip admin of 125 mg/kg (14)C-morpholine (50 uCi)/animal, the blood plasma half-lives in the rat, hamster, and guinea pig were 115, 120, and 300 min, respectively.

PMID:7135398 Sohn OS et al; Toxicol Appl Pharmacol 64 (3): 486-91 (1982)


5.4 Mechanism of Action

The irritating and corrosive properties of morpholine are due to its basicity. The mechanism of action of its systemic effects is not known.

WHO; Environ Health Criteria 179: Morpholine (1996).


Morpholine fungicides have been shown to act by inhibiting several enzymes of sterol biosynthesis.

WHO; Environ Health Criteria 179: Morpholine (1996). Available from, as of May 14, 2010: https://www.inchem.org/pages/ehc.html


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04-Jan-2021
21-Feb-2025
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ABOUT THIS PAGE

Looking for 110-91-8 / Morpholine API manufacturers, exporters & distributors?

Morpholine manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Morpholine API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Morpholine manufacturer or Morpholine supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Morpholine manufacturer or Morpholine supplier.

PharmaCompass also assists you with knowing the Morpholine API Price utilized in the formulation of products. Morpholine API Price is not always fixed or binding as the Morpholine Price is obtained through a variety of data sources. The Morpholine Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Morpholine

Synonyms

110-91-8, 1-oxa-4-azacyclohexane, Tetrahydro-1,4-oxazine, Diethylene oximide, Diethylenimide oxide, Diethyleneimide oxide

Cas Number

110-91-8

Unique Ingredient Identifier (UNII)

8B2ZCK305O

Morpholine Manufacturers

A Morpholine manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Morpholine, including repackagers and relabelers. The FDA regulates Morpholine manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Morpholine API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Morpholine manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Morpholine Suppliers

A Morpholine supplier is an individual or a company that provides Morpholine active pharmaceutical ingredient (API) or Morpholine finished formulations upon request. The Morpholine suppliers may include Morpholine API manufacturers, exporters, distributors and traders.

click here to find a list of Morpholine suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Morpholine JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Morpholine Drug Master File in Japan (Morpholine JDMF) empowers Morpholine API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Morpholine JDMF during the approval evaluation for pharmaceutical products. At the time of Morpholine JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Morpholine suppliers with JDMF on PharmaCompass.

Morpholine GMP

Morpholine Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Morpholine GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Morpholine GMP manufacturer or Morpholine GMP API supplier for your needs.

Morpholine CoA

A Morpholine CoA (Certificate of Analysis) is a formal document that attests to Morpholine's compliance with Morpholine specifications and serves as a tool for batch-level quality control.

Morpholine CoA mostly includes findings from lab analyses of a specific batch. For each Morpholine CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Morpholine may be tested according to a variety of international standards, such as European Pharmacopoeia (Morpholine EP), Morpholine JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Morpholine USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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