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Chemistry

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Also known as: 456-59-7, Cyclomandol, Cyclolyt, Cyclospasmol, Perebral, Ciclospasmol
Molecular Formula
C17H24O3
Molecular Weight
276.4  g/mol
InChI Key
WZHCOOQXZCIUNC-UHFFFAOYSA-N
FDA UNII
4139O1OAY2

Cyclandelate
A direct-acting SMOOTH MUSCLE relaxant used to dilate BLOOD VESSELS.
1 2D Structure

Cyclandelate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenylacetate
2.1.2 InChI
InChI=1S/C17H24O3/c1-12-9-14(11-17(2,3)10-12)20-16(19)15(18)13-7-5-4-6-8-13/h4-8,12,14-15,18H,9-11H2,1-3H3
2.1.3 InChI Key
WZHCOOQXZCIUNC-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1CC(CC(C1)(C)C)OC(=O)C(C2=CC=CC=C2)O
2.2 Other Identifiers
2.2.1 UNII
4139O1OAY2
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cyclospasmol

2.3.2 Depositor-Supplied Synonyms

1. 456-59-7

2. Cyclomandol

3. Cyclolyt

4. Cyclospasmol

5. Perebral

6. Ciclospasmol

7. Cyclergine

8. Spasmocyclon

9. Spasmocyclone

10. Capilan

11. Clandilon

12. Saiclate

13. Sancyclan

14. Sepyron

15. Spasmione

16. Arto-espasmol

17. 3,3,5-trimethylcyclohexyl Mandelate

18. 3,5,5-trimethylcyclohexyl Mandelate

19. Ciclandelato

20. Cyclobral

21. Novodil

22. Natil

23. 3,5,5-trimethylcyclohexyl Amygdalate

24. Cyclandelatum

25. Cyclandelatum [inn-latin]

26. Ciclandelato [inn-spanish]

27. Mandelic Acid 3,3,5-trimethylcyclohexyl Ester

28. Bs 572

29. 3,3,5-trimethylcyclohexyl 2-hydroxy-2-phenylacetate

30. (3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenylacetate

31. Spasmocyclon (3m)

32. Cyclandelate (mixture Of Isomers)

33. Mandelic Acid, 3,3,5-trimethylcyclohexyl Ester

34. 3,5,5-trimethylcyclohexanol, Mandelic Acid Ester

35. Nsc-758910

36. Chebi:3988

37. 3,3,5-trimethylcyclohexanol Alpha-phenyl-alpha-hydroxyacetate

38. 3,3,5-trimethylcyclohexyl Hydroxy(phenyl)acetate

39. 4139o1oay2

40. Benzeneacetic Acid, .alpha.-hydroxy-, 3,3,5-trimethylcyclohexyl Ester

41. 3,3,5-trimethylcyclohexyl Mandelate (mixture Of Isomers)

42. Ncgc00159506-02

43. Pericyclon

44. Hacosan

45. Lisospasm

46. Eparan

47. Cyclandelic Acid

48. Rythmol [vasodilator]

49. Hsdb 3046

50. Einecs 207-271-6

51. Mandelic

52. Unii-4139o1oay2

53. Benzeneacetic Acid, Alpha-hydroxy-, 3,3,5-trimethylcyclohexyl Ester

54. Cyclandelate [usp:inn:ban:jan]

55. Mfcd00056623

56. Alpha-hydroxybenzeneacetic Acid 3,3,5-trimethylcyclohexyl Ester

57. Cyclandelate [mi]

58. Cyclospasmol (tn)

59. Dsstox_cid_2862

60. Cyclandelate [inn]

61. Cyclandelate [jan]

62. Cyclandelate [hsdb]

63. Schembl5123

64. Cyclandelate [vandf]

65. Dsstox_rid_76763

66. Dsstox_gsid_22862

67. Cyclandelate [mart.]

68. Cyclandelate [usp-rs]

69. Cyclandelate [who-dd]

70. Cyclandelate (jan/usp/inn)

71. (3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenyl-acetate

72. Chembl1480987

73. Dtxsid4022862

74. Hms3264k11

75. Hms3652b09

76. Pharmakon1600-01505082

77. Cyclandelate [usp Impurity]

78. Hy-b1170

79. Tox21_111725

80. Nsc758910

81. S4189

82. Zinc00000189

83. Zinc00405331

84. Zinc00968262

85. Akos015902290

86. Ccg-213926

87. Cs-4770

88. Db04838

89. Ks-5317

90. Nsc 758910

91. Ncgc00159506-03

92. Ncgc00159506-05

93. Ncgc00159506-06

94. Cas-456-59-7

95. Sbi-0207036.p001

96. Ft-0735837

97. M0821

98. Sw220003-1

99. D00286

100. D91389

101. Ab01563218_01

102. Ab01563218_02

103. A913217

104. Sr-01000872740

105. 3,3,5-trimethylcyclohexyl Hydroxy(phenyl)acetate #

106. Q1147309

107. Sr-01000872740-1

108. .alpha.-hydroxybenzeneacetic Acid 3,3,5-trimethylcyclohexyl Ester

109. 3,3,5-trimethylcyclohexanol .alpha.-phenyl-.alpha.-hydroxyacetate

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 276.4 g/mol
Molecular Formula C17H24O3
XLogP34.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass276.17254462 g/mol
Monoisotopic Mass276.17254462 g/mol
Topological Polar Surface Area46.5 Ų
Heavy Atom Count20
Formal Charge0
Complexity331
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

Vasodilator Agents

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)


IT RELAXES VASCULAR SMOOTH MUSCLE & ERRATICALLY INCR BLOOD FLOW. IT IS USED IN TREATMENT OF THROMBOPHLEBITIS, RAYNAUD'S DISEASE, THROMBO-ANGIITIS OBLITERANS, DIABETIC ANGIOSES, INTERMITTENT CLAUDICATION, ARTERIOSCLEROSIS, ERYTHROCYANOSIS, FROSTBITE, & REFRACTORY SKIN ULCERS.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 787


CYCLANDELATE HAS BEEN USED IN ALMOST EVERY KNOWN TYPE OF VASCULAR DISEASE, BUT ITS VALUE HAS NOT BEEN CONVINCINGLY DEMONSTRATED IN ANY.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 736


CYCLANDELATE CAN PRODUCE MILD VASODILATION IN MAN. THIS HAS BEEN NOTED PARTICULARLY AS INCR IN DIGITAL PULSE VOL & SKIN TEMP, BUT INCR IN CEREBRAL & MUSCLE BLOOD FLOW HAVE ALSO BEEN REPORTED.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 736


For more Therapeutic Uses (Complete) data for CYCLANDELATE (7 total), please visit the HSDB record page.


4.2 Drug Warning

...WHETHER REDUCTION OF PRESSURE IN ARTERIES SUPPLYING OPTIC NERVEHEAD MIGHT RENDER OPTIC NERVE MORE VULNERABLE TO INJURY IN GLAUCOMA REMAINS TO BE EVALUATED.

Grant, W. M. Toxicology of the Eye. 2nd ed. Springfield, Illinois: Charles C. Thomas, 1974., p. 340


4.3 Drug Indication

Used in the treatment of various blood vessel diseases (e.g., claudication, arteriosclerosis and Raynaud's disease) and nighttime leg cramps.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Cyclandelate is in a class of drugs called vasodilators. Cyclandelate relaxes veins and arteries, which makes them wider and allows blood to pass through them more easily.


5.2 MeSH Pharmacological Classification

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)


5.3 ATC Code

C - Cardiovascular system

C04 - Peripheral vasodilators

C04A - Peripheral vasodilators

C04AX - Other peripheral vasodilators

C04AX01 - Cyclandelate


5.4 Absorption, Distribution and Excretion

Absorption

Well absorbed following oral administration.


MAX UPTAKE @ 1 HR FOR MOST RAT TISSUES WHILE BRAIN, DIAPHRAGM, STOMACH, & VEIN SHOWED MAX LEVELS @ 24 HR. LEVELS NEGLIGIBLE IN 28 DAYS.

ORR A, WHITTIER JR; DISTRIBUTION OF TRITIATED CYCLANDELATE, VASOACTIVE DRUG. PRELIMINARY OBSERVATIONS BY LIQUID SCINTILLATION SPECTROMETRY; INT J NUCL MED BIOL 1(4) 205-213 (1974)


5.5 Biological Half-Life

(3-)-H-LABELED CYCLANDELATE WAS DETECTED & QUANTITATED. EFFECTIVE HALF-LIFE VALUES IN VARIOUS RAT TISSUES WERE 2.8-4.1 DAYS.

ORR A, WHITTIER JR; DISTRIBUTION OF TRITIATED CYCLANDELATE, VASOACTIVE DRUG. PRELIMINARY OBSERVATIONS BY LIQUID SCINTILLATION SPECTROMETRY; INT J NUCL MED BIOL 1(4) 205-213 (1974)


5.6 Mechanism of Action

Cyclandelate produces peripheral vasodilation by a direct effect on vascular smooth muscle. Pharmacological action may be due to calcium-channel antagonism.


...MOST OF ITS PHARMACOLOGICAL PROPERTIES ARE VERY SIMILAR TO THOSE OF PAPAVERINE & OF MANY SYNTHETIC ANTISPASMODICS PROMOTED PRIMARILY FOR EFFECTS ON SMOOTH MUSCLE.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 736


PAPAVERINE IS POTENT INHIBITOR OF CYCLIC NUCLEOTIDE PHOSPHODIESTERASE FOUND IN MANY TISSUES & CAN INCR CONCN OF CYCLIC ADENOSINE 3',5'-MONOPHOSPHATE (CYCLIC AMP). SINCE CYCLIC AMP HAS BEEN IMPLICATED AS POSSIBLE MEDIATOR OF BETA-ADRENERGIC RELAXATION OF SMOOTH MUSCLE, SUCH MECHANISM OF ACTION...IS PLAUSIBLE. /PAPAVERINE/

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 735


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02-Jan-2021
12-Feb-2025
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ABOUT THIS PAGE

Looking for 456-59-7 / Cyclandelate API manufacturers, exporters & distributors?

Cyclandelate manufacturers, exporters & distributors 1

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

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

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

API | Excipient name

Cyclandelate

Synonyms

456-59-7, Cyclomandol, Cyclolyt, Cyclospasmol, Perebral, Ciclospasmol

Cas Number

456-59-7

Unique Ingredient Identifier (UNII)

4139O1OAY2

About Cyclandelate

A direct-acting SMOOTH MUSCLE relaxant used to dilate BLOOD VESSELS.

Cyclandelate Manufacturers

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

Cyclandelate Suppliers

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

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

Cyclandelate USDMF

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

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

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

Cyclandelate GMP

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

Cyclandelate CoA

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

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

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