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Chemistry

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Also known as: 28797-61-7, Pirenzepinum, Pirenzepina, Pirenzepin, 11-[2-(4-methylpiperazin-1-yl)acetyl]-5h-pyrido[2,3-b][1,4]benzodiazepin-6-one, Pirenzepine (inn)
Molecular Formula
C19H21N5O2
Molecular Weight
351.4  g/mol
InChI Key
RMHMFHUVIITRHF-UHFFFAOYSA-N
FDA UNII
3G0285N20N

Pirenzepine
An antimuscarinic agent that inhibits gastric secretion at lower doses than are required to affect gastrointestinal motility, salivary, central nervous system, cardiovascular, ocular, and urinary function. It promotes the healing of duodenal ulcers and due to its cytoprotective action is beneficial in the prevention of duodenal ulcer recurrence. It also potentiates the effect of other antiulcer agents such as CIMETIDINE and RANITIDINE. It is generally well tolerated by patients.
1 2D Structure

Pirenzepine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
11-[2-(4-methylpiperazin-1-yl)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one
2.1.2 InChI
InChI=1S/C19H21N5O2/c1-22-9-11-23(12-10-22)13-17(25)24-16-7-3-2-5-14(16)19(26)21-15-6-4-8-20-18(15)24/h2-8H,9-13H2,1H3,(H,21,26)
2.1.3 InChI Key
RMHMFHUVIITRHF-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN1CCN(CC1)CC(=O)N2C3=CC=CC=C3C(=O)NC4=C2N=CC=C4
2.2 Other Identifiers
2.2.1 UNII
3G0285N20N
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dihydrochloride, Pirenzepine

2. Gastrotsepin

3. Gastrozepin

4. L-s 519

5. Ls 519

6. Ls-519

7. Ls519

8. Piren Basan

9. Piren-basan

10. Pirenzepin

11. Pirenzepin Ratiopharm

12. Pirenzepin Von Ct

13. Pirenzepin-ratiopharm

14. Pirenzepine Dihydrochloride

15. Pyrenzepine

16. Ulcoprotect

17. Ulgescum

18. Von Ct, Pirenzepin

2.3.2 Depositor-Supplied Synonyms

1. 28797-61-7

2. Pirenzepinum

3. Pirenzepina

4. Pirenzepin

5. 11-[2-(4-methylpiperazin-1-yl)acetyl]-5h-pyrido[2,3-b][1,4]benzodiazepin-6-one

6. Pirenzepine (inn)

7. 11-((4-methyl-1-piperazinyl)acetyl)-5,11-dihydro-6h-pyrido(2,3-b)(1,4)benzodiazepin-6-one

8. 11-[(4-methylpiperazin-1-yl)acetyl]-5,11-dihydro-6h-pyrido[2,3-b][1,4]benzodiazepin-6-one

9. Chembl9967

10. 5,11-dihydro-11-((4-methyl-1-piperazinyl)acetyl)-6h-pyrido(2,3-b)(1,4)benzodiazepin-6-one

11. 6h-pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((4-methyl-1-piperazinyl)acetyl)-

12. Aci-91

13. Chebi:8247

14. Pirenzepinedihydrochloridemonohydrate

15. 3g0285n20n

16. Ncgc00015836-08

17. Pirenzepinum [inn-latin]

18. Pirenzepina [inn-spanish]

19. Pirenzepine [inn]

20. Dsstox_cid_3487

21. Pirenzepine [inn:ban]

22. Dsstox_rid_77049

23. Dsstox_gsid_23487

24. Mls000069702

25. 5,11-dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-6h-pyrido[2,3-b][1,4]benzodiazepin-6-one

26. 6h-pyrido[2,3-b][1,4]benzodiazepin-6-one, 5,11-dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-

27. 6h-pyrido[2,3-b][1,4]benzodiazepin-6-one, 5,11-dihydro-11-[(4-methyl-1-piperazinyl)acetyl]- (8ci,9ci)

28. 6h-pyrido[2,3-b][1,4]benzodiazepin-6-one, 5,11-dihydro-11-[2-(4-methyl-1-piperazinyl)acetyl]-

29. Cas-28797-61-7

30. Smr000058502

31. Einecs 249-228-4

32. Ls-519

33. Brn 0628987

34. Unii-3g0285n20n

35. Pirenzepine-[d8]

36. Spectrum_001378

37. Tocris-1071

38. Starbld0016668

39. Pirenzepine [mi]

40. Prestwick0_000129

41. Prestwick1_000129

42. Prestwick2_000129

43. Prestwick3_000129

44. Spectrum2_001417

45. Spectrum3_001453

46. Spectrum4_000437

47. Spectrum5_001344

48. Lopac-p-7412

49. Pirenzepine [vandf]

50. Lopac0_000962

51. Schembl41705

52. Bspbio_000178

53. Bspbio_002945

54. Gtpl328

55. Kbiogr_000794

56. Kbioss_001858

57. Pirenzepine [who-dd]

58. Divk1c_000127

59. Spbio_001494

60. Spbio_002117

61. Bpbio1_000196

62. Cid_185248

63. Dtxsid7023487

64. Bdbm39341

65. Kbio1_000127

66. Kbio2_001858

67. Kbio2_004426

68. Kbio2_006994

69. Kbio3_002445

70. Ninds_000127

71. Hms2089k21

72. Hms3742e07

73. Hms3742g13

74. Bcp12188

75. Tox21_110239

76. Hy-17037a

77. Pdsp1_000965

78. Pdsp2_000949

79. Zinc19632927

80. Akos015969751

81. Tox21_110239_1

82. Ccg-205042

83. Db00670

84. Sdccgsbi-0050935.p004

85. Idi1_000127

86. Ncgc00015836-01

87. Ncgc00015836-02

88. Ncgc00015836-03

89. Ncgc00015836-04

90. Ncgc00015836-05

91. Ncgc00015836-06

92. Ncgc00015836-07

93. Ncgc00015836-09

94. Ncgc00015836-10

95. Ncgc00015836-12

96. Ncgc00015836-19

97. Ncgc00024297-02

98. Ncgc00024297-04

99. Ncgc00024297-05

100. Sbi-0050935.p003

101. Cas-29868-97-1

102. Ab00053603

103. Cs-0013749

104. Ft-0600051

105. Ft-0673943

106. 97p617

107. C07508

108. D08389

109. Ab00053603-08

110. Ab00053603_09

111. L000485

112. Q419550

113. Brd-k89375097-300-05-4

114. Brd-k89375097-300-06-2

115. 11-[2-(4-methylpiperazino)acetyl]-5h-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride

116. 11-[(4-methyl-1-piperazinyl)acetyl]-5,11-dihydro-6h-pyrido[2,3-b][1,4]benzodiazepin-6-one #

117. 11-[2-(4-methyl-1-piperazinyl)-1-oxoethyl]-5h-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride

118. 11-[2-(4-methyl-piperazin-1-yl)-acetyl]-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one

119. 11-[2-(4-methylpiperazin-1-yl)-acetyl]-5,11-dihydro-6h-pyrido[2,3-b][1,4]benzodiazepin-6-one

120. 11-[2-(4-methylpiperazin-1-yl)acetyl]-5h-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride

121. 11-[2-(4-methylpiperazin-1-yl)ethanoyl]-5h-pyrido[2,3-b][1,4]benzodiazepin-6-one;hydrochloride

122. 2-[2-(4-methylpiperazin-1-yl)acetyl]-2,4,9-triazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 351.4 g/mol
Molecular Formula C19H21N5O2
XLogP30.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass351.16952493 g/mol
Monoisotopic Mass351.16952493 g/mol
Topological Polar Surface Area68.8 Ų
Heavy Atom Count26
Formal Charge0
Complexity534
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 Drug Indication

For the treatment of peptic ulcer, gastric ulcer, and duodenal ulcer.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Pirenzepine belongs to a group of medications called antispasmodics/anticholinergics. These medications are used to relieve cramps or spasms of the stomach, intestines, and bladder. Pirenzepine is used to treat duodenal or stomach ulcers or intestine problems. It can be used together with antacids or other medicine in the treatment of peptic ulcer. It may also be used to prevent nausea, vomiting, and motion sickness.


5.2 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)


Muscarinic Antagonists

Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system. (See all compounds classified as Muscarinic Antagonists.)


5.3 ATC Code

A - Alimentary tract and metabolism

A02 - Drugs for acid related disorders

A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord)

A02BX - Other drugs for peptic ulcer and gastro-oesophageal reflux disease (gord)

A02BX03 - Pirenzepine


5.4 Mechanism of Action

Pirenzepine is a muscarinic receptor antagonist and binds to the muscarinic acetylcholine receptor. The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins.


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Pirenzepine manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Pirenzepine 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 Pirenzepine manufacturer or Pirenzepine supplier for your needs.

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

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

API | Excipient name

Pirenzepine

Synonyms

28797-61-7, Pirenzepinum, Pirenzepina, Pirenzepin, 11-[2-(4-methylpiperazin-1-yl)acetyl]-5h-pyrido[2,3-b][1,4]benzodiazepin-6-one, Pirenzepine (inn)

Cas Number

28797-61-7

Unique Ingredient Identifier (UNII)

3G0285N20N

About Pirenzepine

An antimuscarinic agent that inhibits gastric secretion at lower doses than are required to affect gastrointestinal motility, salivary, central nervous system, cardiovascular, ocular, and urinary function. It promotes the healing of duodenal ulcers and due to its cytoprotective action is beneficial in the prevention of duodenal ulcer recurrence. It also potentiates the effect of other antiulcer agents such as CIMETIDINE and RANITIDINE. It is generally well tolerated by patients.

Gastrozepin Manufacturers

A Gastrozepin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Gastrozepin, including repackagers and relabelers. The FDA regulates Gastrozepin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Gastrozepin 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 Gastrozepin manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Gastrozepin Suppliers

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

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

Gastrozepin USDMF

A Gastrozepin DMF (Drug Master File) is a document detailing the whole manufacturing process of Gastrozepin active pharmaceutical ingredient (API) in detail. Different forms of Gastrozepin DMFs exist exist since differing nations have different regulations, such as Gastrozepin USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Gastrozepin DMF submitted to regulatory agencies in the US is known as a USDMF. Gastrozepin USDMF includes data on Gastrozepin's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Gastrozepin USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Gastrozepin suppliers with USDMF on PharmaCompass.

Gastrozepin 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 Gastrozepin Drug Master File in Japan (Gastrozepin JDMF) empowers Gastrozepin 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 Gastrozepin JDMF during the approval evaluation for pharmaceutical products. At the time of Gastrozepin 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 Gastrozepin suppliers with JDMF on PharmaCompass.

Gastrozepin NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Gastrozepin as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Gastrozepin API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Gastrozepin as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Gastrozepin and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Gastrozepin NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Gastrozepin suppliers with NDC on PharmaCompass.

Gastrozepin GMP

Gastrozepin 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 Gastrozepin 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 Gastrozepin GMP manufacturer or Gastrozepin GMP API supplier for your needs.

Gastrozepin CoA

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

Gastrozepin CoA mostly includes findings from lab analyses of a specific batch. For each Gastrozepin 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.

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