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Chemistry

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Also known as: Isopropyl phenazone, 479-92-5, Isopropylantipyrine, Isopropylphenazone, 4-isopropylantipyrine, Isopropyrine
Molecular Formula
C14H18N2O
Molecular Weight
230.31  g/mol
InChI Key
PXWLVJLKJGVOKE-UHFFFAOYSA-N
FDA UNII
OED8FV75PY

Propyphenazone
1 2D Structure

Propyphenazone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1,5-dimethyl-2-phenyl-4-propan-2-ylpyrazol-3-one
2.1.2 InChI
InChI=1S/C14H18N2O/c1-10(2)13-11(3)15(4)16(14(13)17)12-8-6-5-7-9-12/h5-10H,1-4H3
2.1.3 InChI Key
PXWLVJLKJGVOKE-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=C(C(=O)N(N1C)C2=CC=CC=C2)C(C)C
2.2 Other Identifiers
2.2.1 UNII
OED8FV75PY
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-isopropyl-2,3-dimethyl-1-phenyl-3-pyrazoline-5-one

2. 4-isopropylantipyrine

3. Commotional

4. Demex

5. Hewedolor Propy

6. Isoprochin P

7. Isopropylphenazone

8. Propylphenazone

2.3.2 Depositor-Supplied Synonyms

1. Isopropyl Phenazone

2. 479-92-5

3. Isopropylantipyrine

4. Isopropylphenazone

5. 4-isopropylantipyrine

6. Isopropyrine

7. Isopropylantipyrin

8. Larodon

9. Isopropylantipyrinum

10. Propifenazona

11. Propyphenazonum

12. Propyphenazon

13. Budirol

14. Cibalgina

15. Yoshipyrin

16. 1,5-dimethyl-2-phenyl-4-propan-2-ylpyrazol-3-one

17. 1-phenyl-2,3-dimethyl-4-isopropyl-3-pyrazolin-5-one

18. 1-phenyl-2,3-dimethyl-4-isopropylpyrazol-5-one

19. 4-isopropyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one

20. Antipyrine, 4-isopropyl-

21. Chebi:135538

22. 3h-pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-4-(1-methylethyl)-2-phenyl-

23. Oed8fv75py

24. 4-isopropyl-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

25. 2,3-dimethyl-4-isopropyl-1-phenyl-3h-pyrazolin-5-one

26. 3-pyrazolin-5-one, 2,3-dimethyl-4-isopropyl-1-phenyl-

27. 3-pyrazolin-5-one, 4-isopropyl-2,3-dimethyl-1-phenyl-

28. 1,5-dimethyl-2-phenyl-4-(propan-2-yl)-1,2-dihydro-3h-pyrazol-3-one

29. Propyphenazone (4-isopropylantipyrine)

30. 4-isopropylantipyrine;isopropylphenazone

31. Propyphenazone (inn)

32. 4-isopropyl-1,5-dimethyl-2-phenyl-1h-pyrazol-3(2h)-one

33. Ncgc00164612-01

34. Isopropchin

35. Propifenazone

36. 4-isopropyl-1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one

37. Dsstox_cid_3529

38. Dsstox_rid_77065

39. Propyphenazone [inn]

40. 4-isopropyl-2,3-dimethyl-1-phenyl-5-pyrazolone

41. Dsstox_gsid_23529

42. Propifenazone [dcit]

43. Causyth

44. Propifenazona [inn-spanish]

45. Propyphenazonum [inn-latin]

46. Cas-479-92-5

47. 4-isopropylphenazone

48. Ccris 6716

49. Propyphenazone [inn:ban:dcf]

50. Einecs 207-539-2

51. Unii-oed8fv75py

52. Brn 0204533

53. Yoshipyrin (tn)

54. 5-pyrazolone, 1-phenyl-2,3-dimethyl-4-isopropyl-

55. Propyphenazone,(s)

56. Chemdiv2_002457

57. Epitope Id:124928

58. Propyphenazone [mi]

59. Isopropylantipyrine (jp17)

60. Schembl23393

61. 5-24-01-00408 (beilstein Handbook Reference)

62. Mls004773970

63. Chembl28318

64. Propyphenazone [mart.]

65. Propyphenazone [who-dd]

66. Dtxsid6023529

67. Isopropylantipyrine [jan]

68. Pxwlvjlkjgvoke-uhfffaoysa-

69. Zinc49151

70. Hms1375p15

71. Hy-a0273

72. Tox21_112233

73. Mfcd00053368

74. Propyphenazone [ep Monograph]

75. S5309

76. Stk766727

77. 1,5-dimethyl-4-(1-methylethyl)-2-phenyl-1,2-dihydro-3h-pyrazol-3-one

78. Akos001725335

79. Tox21_112233_1

80. Ccg-266797

81. Cs-5533

82. Db13524

83. Ncgc00164612-02

84. Ac-12099

85. Bs-16890

86. Propyphenazone 1.0 Mg/ml In Acetonitrile

87. Propyphenazone 100 Microg/ml In Methanol

88. Smr001495368

89. Ft-0654525

90. I0656

91. D01380

92. D91192

93. Q425111

94. Sr-01000536454

95. 4-isopropylantipyrine, Analytical Reference Material

96. Sr-01000536454-1

97. W-106059

98. 4-isopropyl-1,5-dimethyl-2-phenyl-3-pyrazolone

99. Propyphenazone, European Pharmacopoeia (ep) Reference Standard

100. 4-isopropyl-1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one #

101. Propyphenazone, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 230.31 g/mol
Molecular Formula C14H18N2O
XLogP31.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass230.141913202 g/mol
Monoisotopic Mass230.141913202 g/mol
Topological Polar Surface Area23.6 Ų
Heavy Atom Count17
Formal Charge0
Complexity340
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)


4.2 ATC Code

N - Nervous system

N02 - Analgesics

N02B - Other analgesics and antipyretics

N02BB - Pyrazolones

N02BB04 - Propyphenazone


API SUPPLIERS

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01

Sanofi

France

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Medlab Asia & Asia Health
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02

Shandong Xinhua Pharmaceutical

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Medlab Asia & Asia Health
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Shandong Xinhua Pharmaceutical

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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VANI PHARMA LABS LIMITED

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Medlab Asia & Asia Health
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VANI PHARMA LABS LIMITED

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Medlab Asia & Asia Health
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Kongo Chemical Co., Ltd.

Japan

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Kongo Chemical Co., Ltd.

Japan

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Medlab Asia & Asia Health
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05

Stellence Pharmscience

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Medlab Asia & Asia Health
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Listed Suppliers

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01

Medlab Asia & Asia Health
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Propyphenazone

About the Company : Established in 1943 as one of the national largest manufacturing and exporting bases in the chemical synthetic pharmaceuticals field, Shandong Xinhua Pharmaceutical Company Limited...

Established in 1943 as one of the national largest manufacturing and exporting bases in the chemical synthetic pharmaceuticals field, Shandong Xinhua Pharmaceutical Company Limited ("Shandong Xinhua") is a leading position in the manufacturing technology and capacity for antipyretics and analgesics in China and is an important manufacturer in China for the drugs for central nervous system, steroids, cardio cerebrovascular system as well as finished dosage forms and pharmaceutical intermediates.
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02

Medlab Asia & Asia Health
Not Confirmed
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Medlab Asia & Asia Health
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Propyphenazone

About the Company : Stellence Pharmscience Private Limited is a company keenly involved in the business of manufacturing Active Pharmaceuticals Ingredients (API), High End Intermediates (HEIN) and Con...

Stellence Pharmscience Private Limited is a company keenly involved in the business of manufacturing Active Pharmaceuticals Ingredients (API), High End Intermediates (HEIN) and Contrast Media Products (CMP). In its aspiration to locate a suitable manufacturing location in Bangalore, the company identified and acquired Karnataka Chemsyn Limited (KCL), which was under rehabilitation with the Bureau of Industrial Finance and Reconstruction (BIFR), Govt. of India. With infusion of capital into the company, it has now been rehabilitated and restructured and is a vibrant manufacturing facility located at Jigani, in South Bangalore.
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API Reference Price

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04-Jan-2021
19-Jan-2024
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Niche European Molecules: is there a business opportunity worth pursuing?
New drug development is a series of complex activities invariably involving tremendous financial investment. The undertaking, to bring a new drug to market, makes it almost impossible for smaller, privately held pharmaceutical companies, to even dream of such endeavors. Is it possible for companies, lacking the resources of the pharmaceutical majors, to expand the use of existing drugs, established in some countries but not marketed in others?    Our PharmaCompass analysis this week looks at products, which have monographs in the European Pharmacopoeia but have never been approved in the United States. Would it surprise you that amylmetacresol, one of the two active ingredients in Strepsils, one of the world’s largest-selling sore throat product has never been approved for use in the United States?   -Reckitt Benckiser, the company that owns the Strepsils brand, markets Cepacol for sore-throat relief in the United States. While Strepsils contains, amylmetacresol and dichlorobenzyl alcohol, Cepacol has a completely different set of active ingredients i.e. benzocaine and menthol. -Interestingly, while on the topic of throat relief, pholcodine, an opioid cough suppressant, is not prescribed in the United States where it is a Schedule I drug. However, as a class B substance in the United Kingdom, it can be purchased over-the-counter (OTC) in most pharmacies. -Ergometrine, used to facilitate childbirth, while on the WHO’s essential drug list for important medications in a basic health system has also never been sold in the United States. -Hypertension and congestive heart failure drug cilazapril is sold across Canada and other European countries. Although cilazapril is supposed to have limited advantages over other drugs in the same class, exports out of India to Turkey, New Zealand and Canada indicate a robust demand in these countries. -Some molecules, discovered in France like, anti-diarrhoeal drugs nifuroxazide and racecadotril, lipid lowering ciprofibrate or anti-cancer agent buserelin are used extensively in select countries. However, for reasons unknown, they have never been approved in other parts of the world. -Lymecycline, a broad-spectrum antibiotic belonging to the tetracycline class, is used in the treatment of acne and marketed by Galderma SA, a completely owned subsidiary of Nestle. Lymecycline is 5,000 times more soluble than tetracycline base and has unique pharmacological activity amongst the tetracycline class of molecules. As the product has been on the market for over a decade, generic versions are now also available across Europe. -As antibiotics continue to get increased attention in view of the growing concern of ‘superbugs’, there are antibiotics like roxithromycin and flucloxacillin, which are sold in the UK and Australia but have never obtained approval in the United States.   Are these products safe? Countries like France, United Kingdom, and Canada, where many of the above mentioned drugs are marketed, have active pharmacovigilance programs, which monitor drugs, should there be any serious adverse events. Continued use for years in well regulated pharmaceutical markets is usually proof that the products are safe. However, for the antibiotic flucloxacillin, concerns have been identified regarding a genetic link associated with liver injury.  While flucloxacillin has not been approved in the United States, the FDA website does provide details on this risk. Liver toxicity concerns have limited the sales of some commonly used OTC products like nimesulide and propyphenazone (brand name: Saridon) in some countries. Yet, there are parts of the developing world, where the sales continue to increase.  There are graver concerns for products like cisapride, which was launched by Janssen for increased motility of the gastrointestinal tract but was withdrawn, from the US market, due to concerns of fatalities linked to cardiac arrhythmias. The product continues to be exported from India to countries like Switzerland, Thailand, Mexico, China and Canada.   Our View: Reviewing the export data out of India, on the PharmaCompass database, it is clear that in the markets, where the above mentioned products are sold, there is substantial demand. Major pharmaceutical companies have little incentive in taking old molecules global since there is little intellectual property protection to assure the profits that they are used to. However, for others there may be an opportunity worth considering. Launching a new product is always a Herculean challenge, but hopefully the successful use in existing patient populations, is a good starting point.    API manufactures can also review these products since there may be better margins in these niche molecules when compared with others, which have become commodities.  

Impressions: 3187

https://www.pharmacompass.com/radio-compass-blog/niche-european-molecules-is-there-a-business-opportunity-worth-pursuing

#Phispers by PHARMACOMPASS
11 Jun 2015

NEWS #PharmaBuzz

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Health ministry likely to ban over 300 combo drugs
Health ministry likely to ban over 300 combo drugs

04 Aug 2018

// Prabha R ECONOMIC TIMES

https://www.pharmacompass.com/pdf/news/health-ministry-likely-to-ban-over-300-combo-drugs-1533375391.pdf

Prabha R ECONOMIC TIMES
04 Aug 2018

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