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Methacholine Chloride

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ACTIVE PHARMA INGREDIENTS

4 API Suppliers, 3 USDMF, 1 JDMF, 1 NDC API

4 API Suppliers
3 USDMF
1 JDMF
1 NDC API

FINISHED DOSAGE FORMULATIONS

7 FDF Dossiers, 2 FDA Orange Book, 5 Canada

7 FDF Dossiers
2 FDA Orange Book
5 Canada

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2 APIs, 1 FDF Dossiers

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2 APIs
1 FDF Dossiers

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1 USP , 1 Others

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1 USP
1 Others

Synopsis

ACTIVE PHARMA INGREDIENTS

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CEP/COS

JDMF

EU WC

KDMF

NDC API

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Canada

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Chemistry

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Also known as: 62-51-1, Acetyl-beta-methylcholine chloride, Provocholine, Mecholyl chloride, Methacholine (chloride), Acetyl-2-methylcholine chloride

Molecular Formula

C₈H₁₈ClNO₂

Molecular Weight

195.69 g/mol

InChI Key

JHPHVAVFUYTVCL-UHFFFAOYSA-M

FDA UNII

0W5ETF9M2K

A quaternary ammonium parasympathomimetic agent with the muscarinic actions of ACETYLCHOLINE. It is hydrolyzed by ACETYLCHOLINESTERASE at a considerably slower rate than ACETYLCHOLINE and is more resistant to hydrolysis by nonspecific CHOLINESTERASES so that its actions are more prolonged. It is used as a parasympathomimetic bronchoconstrictor agent and as a diagnostic aid for bronchial asthma. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1116)

1 2D Structure

Methacholine Chloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-acetyloxypropyl(trimethyl)azanium;chloride

2.1.2 InChI

InChI=1S/C8H18NO2.ClH/c1-7(11-8(2)10)6-9(3,4)5;/h7H,6H2,1-5H3;1H/q+1;/p-1

2.1.3 InChI Key

JHPHVAVFUYTVCL-UHFFFAOYSA-M

2.1.4 Canonical SMILES

CC(C[N+](C)(C)C)OC(=O)C.[Cl-]

2.2 Other Identifiers

2.2.1 UNII

0W5ETF9M2K

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-(acetyloxy)-n,n,n-trimethyl-1-propanaminium Chloride

2. Acetyl 2 Methylcholine Chloride

3. Acetyl Beta Methacholine Chloride

4. Acetyl Beta Methylcholine

5. Acetyl-2-methylcholine Chloride

6. Acetyl-beta-methacholine Chloride

7. Acetyl-beta-methylcholine

8. Chloride, Methacholine

9. Mecholine

10. Mecholyl

11. Methacholine

12. Provocholine

13. Provokit

2.3.2 Depositor-Supplied Synonyms

1. 62-51-1

2. Acetyl-beta-methylcholine Chloride

3. Provocholine

4. Mecholyl Chloride

5. Methacholine (chloride)

6. Acetyl-2-methylcholine Chloride

7. 1-propanaminium, 2-(acetyloxy)-n,n,n-trimethyl-, Chloride

8. (2-acetoxypropyl)trimethylammonium Chloride

9. 2-acetyloxypropyl(trimethyl)azanium;chloride

10. O-acetyl-beta-methylcholine Chloride

11. Acetyl-

12. A-methylcholine Chloride

13. Nsc-757090

14. 0w5etf9m2k

15. Mls000069656

16. Chebi:50142

17. Amechol

18. Mecholyl

19. Provokit

20. Smr000059224

21. Dsstox_cid_3271

22. Mecholine Chloride

23. Dsstox_rid_76951

24. Dsstox_gsid_23271

25. 2-acetyloxy-n,n,n-trimethylpropan-1-aminium Chloride

26. Methacholinium Chloride

27. (+/-)-(2-hydroxypropyl)trimethylammonium Chloride Acetate

28. Metacolina Cloruro

29. Metacolina Cloruro [dcit]

30. Cloruro De Metacolina

31. Methacholini Chloridum

32. Beta-methylacetylcholine Chloride

33. Cloruro De Metacolina [spanish]

34. Chlorure De Methacholine [french]

35. Chlorure De Methacholine

36. Sr-01000000215

37. Methacholini Chloridum [inn-latin]

38. Einecs 200-537-2

39. Cloruro De Metacolina [inn-spanish]

40. Dl-acetyl-beta-methylcholine Chloride

41. Unii-0w5etf9m2k

42. Chlorure De Methacholine [inn-french]

43. (+-)-acetyl-beta-methylcholine Chloride

44. Ai3-51680

45. Trimethyl-beta-acetoxypropylammonium Chloride

46. Prestwick_981

47. Provocholine (tn)

48. (2-hydroxypropyl)trimethylammonium Chloride Acetate

49. Methacholine Chloride, Crystal, Usp

50. Methacholine Chloride [usp:inn:ban]

51. Cas-62-51-1

52. Opera_id_1285

53. Ncgc00016282-01

54. Regid_for_cid_6114

55. Schembl69104

56. Mls001148375

57. Spectrum1500391

58. (+-)-(2-hydroxypropyl)trimethylammonium Chloride Acetate

59. Chembl1200764

60. Dtxsid7023271

61. Acetyl-ss--methylcholine Chloride

62. Hms1570g20

63. Hms1920l11

64. Hms2091d06

65. Hms2097g20

66. Hms2232b07

67. Hms3260e11

68. Hms3371l18

69. Hms3714g20

70. Hms3885a21

71. Methacholine Chloride [mi]

72. Pharmakon1600-01500391

73. Methacholine Chloride [inn]

74. Methacholine Chloride [jan]

75. O-acetyl-

76. A-methylcholine Chloride

77. Ammonium, (2-hydroxypropyl)trimethyl-, Chloride, Acetate

78. Hy-a0083

79. Acetyl- Beta -methylcholine Chloride

80. Tox21_110348

81. Tox21_500025

82. 1-propanaminium, 2-(acetyloxy)-n,n,n-trimethyl-, Chloride, (+-)-

83. Ccg-39988

84. Methacholine Chloride [vandf]

85. Mfcd00011817

86. Nsc757090

87. Methacholine Chloride [mart.]

88. Acetyl B-methylcholine Chloride 98%+

89. Akos015892295

90. Methacholine Chloride (jan/usp/inn)

91. Methacholine Chloride [usp-rs]

92. Methacholine Chloride [who-dd]

93. Tox21_110348_1

94. Fs-4023

95. Lp00025

96. Nsc 757090

97. Ncgc00015045-09

98. Ncgc00093548-01

99. Ncgc00093548-02

100. Ncgc00093548-03

101. Ncgc00093548-04

102. Ncgc00093548-05

103. Ncgc00260710-01

104. Methacholine Chloride [orange Book]

105. Db-054187

106. Eu-0100025

107. Ft-0628268

108. M0073

109. Methacholine Chloride [usp Monograph]

110. A 2251

111. A-1480

112. C75939

113. D04970

114. A833819

115. 2-acetoxy-n,n,n-trimethylpropan-1-aminium Chloride

116. Q-200715

117. Sr-01000000215-2

118. Sr-01000000215-4

119. Sr-01000000215-7

120. Q26841250

121. 2-(acetyloxy)-n,n,n-trimethylpropan-1-aminium Chloride

122. 1-propanaminium, 2-(acetyloxy)-n,n,n-trimethyl-, Chloride (1:1)

123. 1-propanaminium, 2-(acetyloxy)-n,n,n-trimethyl-, Chloride, (+/-)-

2.4 Create Date

2005-06-29

3 Chemical and Physical Properties

Molecular Formula	C₈H₁₈ClNO₂
Molecular Weight	195.69 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	195.1026065 g/mol
Monoisotopic Mass	195.1026065 g/mol
Topological Polar Surface Area	26.3 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	138
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Provocholine
PubMed Health	Methacholine (By breathing)
Drug Classes	Diagnostic Agent, Bronchial
Drug Label	Provocholine (methacholine chloride powder for inhalation) is a parasympathomimetic (cholinergic)) bronchoconstrictor agent to be administered in solution only, by inhalation, for diagnostic purposes. Each 20 mL vial contains 100 mg of methacholine...
Active Ingredient	Methacholine chloride
Dosage Form	For solution
Route	Inhalation
Strength	100mg/vial
Market Status	Prescription
Company	Methapharm

2 of 2
Drug Name	Provocholine
PubMed Health	Methacholine (By breathing)
Drug Classes	Diagnostic Agent, Bronchial
Drug Label	Provocholine (methacholine chloride powder for inhalation) is a parasympathomimetic (cholinergic)) bronchoconstrictor agent to be administered in solution only, by inhalation, for diagnostic purposes. Each 20 mL vial contains 100 mg of methacholine...
Active Ingredient	Methacholine chloride
Dosage Form	For solution
Route	Inhalation
Strength	100mg/vial
Market Status	Prescription
Company	Methapharm

4.2 Drug Indication

Diagnosis of asthma

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Miotics

Agents causing contraction of the pupil of the eye. Some sources use the term miotics only for the parasympathomimetics but any drug used to induce miosis is included here. (See all compounds classified as Miotics.)

Muscarinic Agonists

Drugs that bind to and activate muscarinic cholinergic receptors (RECEPTORS, MUSCARINIC). Muscarinic agonists are most commonly used when it is desirable to increase smooth muscle tone, especially in the GI tract, urinary bladder and the eye. They may also be used to reduce heart rate. (See all compounds classified as Muscarinic Agonists.)

Parasympathomimetics

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here. (See all compounds classified as Parasympathomimetics.)

Bronchoconstrictor Agents

Agents causing the narrowing of the lumen of a bronchus or bronchiole. (See all compounds classified as Bronchoconstrictor Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Cholinergic Receptor Agonist [EPC]; Cholinergic Agonists [MoA]

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