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Chemistry

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Also known as: Trans-clomiphene, Enclomifene, 15690-57-0, Trans-clomifene, Enclomifeno, Enclomifenum
Molecular Formula
C26H28ClNO
Molecular Weight
406.0  g/mol
InChI Key
GKIRPKYJQBWNGO-OCEACIFDSA-N
FDA UNII
R6D2UI4FLS

Enclomiphene
The trans or (E)-isomer of clomiphene.
1 2D Structure

Enclomiphene

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine
2.1.2 InChI
InChI=1S/C26H28ClNO/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23/h5-18H,3-4,19-20H2,1-2H3/b26-25+
2.1.3 InChI Key
GKIRPKYJQBWNGO-OCEACIFDSA-N
2.2 Other Identifiers
2.2.1 UNII
R6D2UI4FLS
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Enclomifene

2. En-clomiphene

3. Enclomiphen

4. (e)-2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)triethylamine

5. Trans-clomiphene

2.3.2 Depositor-Supplied Synonyms

1. Trans-clomiphene

2. Enclomifene

3. 15690-57-0

4. Trans-clomifene

5. Enclomifeno

6. Enclomifenum

7. Isomer B

8. Rmi 16,289

9. Isomer-b

10. R6d2ui4fls

11. Ici 46476

12. Rmi-16,289

13. (e)-2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)triethylamine

14. Ici-46476

15. Rmi-16289

16. Dtxsid201318048

17. Trans-2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-n,n-diethylethanamine

18. Ethanamine, 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-n,n-diethyl-, (e)-

19. Enclomiphen

20. En-clomiphene

21. Trans Clomiphene

22. 2-(4-((e)-2-chloro-1,2-di(phenyl)ethenyl)phenoxy)-n,n-diethylethanamine

23. 2-[4-[(e)-2-chloro-1,2-di(phenyl)ethenyl]phenoxy]-n,n-diethylethanamine

24. Clomiphene Trans-

25. Refchem:136761

26. Dtxcid50196644

27. (2-(4-((e)-2-chloro-1,2-diphenylethenyl)phenoxy)ethyl)diethylamine

28. Clomifene

29. Enclomiphene [usan]

30. Cisclomiphene

31. Enclomifene [inn]

32. Clomiphene Trans-form

33. Ethanamine, 2-[4-[(1e)-2-chloro-1,2-diphenylethenyl]phenoxy]-n,n-diethyl-

34. 2-[4-[(e)-2-chloro-1,2-diphenylethenyl]phenoxy]-n,n-diethylethanamine

35. Clomifeno

36. Enclomiphene (usan)

37. Transclomifenum

38. Clomifenum

39. 2-[4-[(e)-2-chloro-1,2-diphenyl-vinyl]phenoxy]-n,n-diethyl-ethanamine

40. Enclomifenum [inn-latin]

41. Enclomifeno [inn-spanish]

42. Clomiphene Citrate (z,e)

43. Unii-r6d2ui4fls

44. 2-{4-[(e)-2-chloro-1,2-diphenylethenyl]phenoxy}-n,n-diethylethanamine

45. Trans-enclomiphene

46. Clomifene (tn)

47. Clomifene (inn)

48. Ncgc00179503-02

49. 53q

50. Trans-2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)triethylamine

51. Prestwick2_000397

52. Prestwick3_000397

53. Chembl954

54. Schembl34893

55. Bspbio_000613

56. Mls001304092

57. Mls006011852

58. Bidd:er0223

59. Bidd:gt0216

60. Enclomiphene [who-dd]

61. {2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]ethyl}diethylamine

62. 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-n,n-diethylethanamine

63. 2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]-n,n-diethylethanamine

64. Bpbio1_000675

65. Gtpl7619

66. Bdbm55354

67. Cid_1548953

68. Cid_6420009

69. Hms2090o17

70. Hms2232e06

71. Clomiphene Trans-form [mi]

72. Mfcd00867469

73. Stk525981

74. Triethylamine, 2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)-, (e)-

75. Akos005459442

76. Db06735

77. Ncgc00179503-01

78. Ncgc00179503-12

79. Da-63191

80. Smr000718756

81. Smr004703502

82. Hy-118861

83. Cs-0069846

84. Ns00121637

85. C06917

86. D07726

87. D08910

88. H20724

89. 911c455

90. Brd-k04218075-048-03-4

91. 1-(p-.beta.-diethylaminoethoxyphenyl)-1,2-diphenyl-2-chloroethylene

92. 1-[(e)-2-chloro-1,2-diphenylethenyl]-4-methoxybenzene; Clomiphene

93. 2-{4-[(e)-2-chloro-1,2-diphenylethenyl]phenoxy}-n,n-diethylethan-1-amine

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 406.0 g/mol
Molecular Formula C26H28ClNO
XLogP37.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count9
Exact Mass Da
Monoisotopic Mass Da
Topological Polar Surface Area12.5
Heavy Atom Count29
Formal Charge0
Complexity481
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Used mainly in female infertility due to anovulation (e.g. due to polycystic ovary syndrome) to induce ovulation.



5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Estrogen Antagonists

Compounds which inhibit or antagonize the action or biosynthesis of estrogenic compounds.


Fertility Agents, Female

Compounds which increase the capacity to conceive in females.


Selective Estrogen Receptor Modulators

A structurally diverse group of compounds distinguished from ESTROGENS by their ability to bind and activate ESTROGEN RECEPTORS but act as either an agonist or antagonist depending on the tissue type and hormonal milieu. They are classified as either first generation because they demonstrate estrogen agonist properties in the ENDOMETRIUM or second generation based on their patterns of tissue specificity. (Horm Res 1997;48:155-63)


5.2 ATC Code

G - Genito urinary system and sex hormones

G03 - Sex hormones and modulators of the genital system

G03G - Gonadotropins and other ovulation stimulants

G03GB - Ovulation stimulants, synthetic

G03GB02 - Clomifene


ATCvet Code

QG - Genito urinary system and sex hormones

QG03 - Sex hormones and modulators of the genital system

QG03G - Gonadotropins and other ovulation stimulants

QG03GB - Ovulation stimulants, synthetic

QG03GB02 - Clomifene


G03GB02


5.3 Absorption, Distribution and Excretion

Absorption

Based on early studies with 14 C-labeled clomifene, the drug was shown to be readily absorbed orally in humans.


Route of Elimination

Based on early studies with 14C-labeled clomiphene citrate, the drug was shown to be readily absorbed orally in humans and excreted principally in the feces. Mean urinary excretion was approximately 8% with fecal excretion of about 42%.


5.4 Metabolism/Metabolites

Hepatic


5.5 Biological Half-Life

5-7 days


5.6 Mechanism of Action

Clomifene has both estrogenic and anti-estrogenic properties, but its precise mechanism of action has not been determined. Clomifene appears to stumulate the release of gonadotropins, follicle-stimulating hormone (FSH), and leuteinizing hormone (LH), which leads to the development and maturation of ovarian follicle, ovulation, and subsequent development and function of the coprus luteum, thus resulting in pregnancy. Gonadotropin release may result from direct stimulation of the hypothalamic-pituitary axis or from a decreased inhibitory influence of estrogens on the hypothalamic-pituitary axis by competing with the endogenous estrogens of the uterus, pituitary, or hypothalamus. Clomifene has no apparent progestational, androgenic, or antrandrogenic effects and does not appear to interfere with pituitary-adrenal or pituitary-thyroid function.


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API | Excipient name

Enclomiphene

Synonyms

Trans-clomiphene, Enclomifene, 15690-57-0, Trans-clomifene, Enclomifeno, Enclomifenum

Cas Number

15690-57-0

Unique Ingredient Identifier (UNII)

R6D2UI4FLS

About Enclomiphene

The trans or (E)-isomer of clomiphene.

Enclomiphene Manufacturers

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

Enclomiphene Suppliers

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

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

Enclomiphene 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 Enclomiphene as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Enclomiphene 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 Enclomiphene 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 Enclomiphene and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Enclomiphene NDC to their finished compounded human drug products, they may choose to do so.

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

Enclomiphene GMP

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

Enclomiphene CoA

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

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

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