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Chemistry

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Also known as: 58-20-8, Depo-testosterone, Depovirin, Jectatest, Testosterone cyclopentylpropionate, Testosterone cyclopentanepropionate
Molecular Formula
C27H40O3
Molecular Weight
412.6  g/mol
InChI Key
HPFVBGJFAYZEBE-ZLQWOROUSA-N
FDA UNII
M0XW1UBI14

Testosterone Cypionate
Testosterone Cypionate is an eight-carbon ester form of Testosterone. The number of ester carbon atoms correlate with the half-life of the prodrug. Testosterone inhibits gonadotropin secretion from the pituitary gland and ablates estrogen production in the ovaries, thereby decreasing endogenous estrogen levels. In addition, this agent promotes the maintenance of male sex characteristics and is indicated for testosterone replacement in hypogonadal males. (NCI04)
1 2D Structure

Testosterone Cypionate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] 3-cyclopentylpropanoate
2.1.2 InChI
InChI=1S/C27H40O3/c1-26-15-13-20(28)17-19(26)8-9-21-22-10-11-24(27(22,2)16-14-23(21)26)30-25(29)12-7-18-5-3-4-6-18/h17-18,21-24H,3-16H2,1-2H3/t21-,22-,23-,24-,26-,27-/m0/s1
2.1.3 InChI Key
HPFVBGJFAYZEBE-ZLQWOROUSA-N
2.1.4 Canonical SMILES
CC12CCC3C(C1CCC2OC(=O)CCC4CCCC4)CCC5=CC(=O)CCC35C
2.1.5 Isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)CCC4CCCC4)CCC5=CC(=O)CC[C@]35C
2.2 Other Identifiers
2.2.1 UNII
M0XW1UBI14
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Andronate

2. Depo-testosterone

3. Depo-testosterone Cypionate

4. Deposteron

5. Depostomead

6. Duratest

7. Testa-c

8. Testex Elmu

9. Testosterone 17 Beta-cyclopentanepropionate

10. Testosterone 17 Beta-cyclopentylpropionate

11. Testosterone 17 Beta-cypionate

2.3.2 Depositor-Supplied Synonyms

1. 58-20-8

2. Depo-testosterone

3. Depovirin

4. Jectatest

5. Testosterone Cyclopentylpropionate

6. Testosterone Cyclopentanepropionate

7. Pertestis

8. Testosterone 17beta-cypionate

9. Andro-cyp

10. Dep-test

11. Malogen Cyp

12. Depandro 100

13. Depandro 200

14. T-ionate-p.a

15. Testodrin Prolongatum

16. Testosterone Cipionate

17. Depo-testadiol

18. Durandro

19. Nsc 9157

20. Testosterone Cypionate Ciii

21. M0xw1ubi14

22. Testosterone 17beta-cyclopentylpropionate

23. Testosterone Cypionate [usp]

24. Chebi:9463

25. Testosterone 17.beta.-cyclopentanepropionate

26. Androst-4-en-3-one, 17-(3-cyclopentyl-1-oxopropoxy)-, (17b)-

27. Testosterone, Cyclopentanepropionate

28. Nsc-9157

29. Testosterone 17beta-cyclopentanepropionate

30. Androst-4-en-3-one, 17-(3-cyclopentyl-1-oxopropoxy)-, (17.beta.)-

31. Depo-testosterone Cypionate

32. [(8r,9s,10r,13s,14s,17s)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] 3-cyclopentylpropanoate

33. Testosterone Cypionate (usp)

34. 17-(3-cyclopentyl-1-propionyl)-17beta-hydroxyandrost-4-en-3-one

35. Unii-m0xw1ubi14

36. Testosterone 17.beta.-cypionate

37. Depotest

38. Testosterone 17-beta-cypionate

39. (8r,9s,10r,13s,14s,17s)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl 3-cyclopentylpropanoate

40. Einecs 200-368-4

41. Testosterone 17.beta.-cyclopentylpropionate

42. Depo-testosterone Cyclopentylpropionate

43. Brn 3174363

44. Depo-testosterone (tn)

45. Schembl40862

46. 17beta-hydroxyandrost-4-en-3-one Cyclopentylpropionate

47. Chembl1201101

48. Dtxsid901015617

49. Zinc4097468

50. Androst-4-en-3-one, 17-(3-cyclopentyl-1-oxopropoxy)-, (17beta)-

51. Lmst02020074

52. Testosterone Cypionate [vandf]

53. Akos007930349

54. Akos015895326

55. Testosterone Cipionate [mart.]

56. Db13943

57. Ds-3318

58. Testosterone Cipionate [who-dd]

59. Testosterone Cypionate [orange Book]

60. Testosterone Cypionate Ciii [usp-rs]

61. Testosterone Cypionate [usp Monograph]

62. C08156

63. D00957

64. Ab01274709-01

65. 053t944

66. W-105407

67. 3-oxoandrost-4-en-17beta-yl 3-cyclopentylpropanoate

68. Depo-testadiol Component Testosterone Cypionate

69. Q27108401

70. Testosterone Cypionate 100 Microg/ml In Acetonitrile

71. Testosterone Cypionate Component Of Depo-testadiol

72. (17beta)-3-oxoandrost-4-en-17-yl 3-cyclopentylpropanoate

73. 17.beta.-hydroxyandrost-4-en-3-one Cyclopentylpropionate

74. Testosterone 17.beta.-cyclopentanepropionate [mi]

75. 17-(cyclopentyl-1-oxopropoxy)androst-4-en-3-one, (17.beta.)-

76. 3-oxoandrost-4-en-17-yl 3-cyclopentylpropanoate, (17.beta.)- #

77. Testosterone Cypionate, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 412.6 g/mol
Molecular Formula C27H40O3
XLogP36.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass412.29774513 g/mol
Monoisotopic Mass412.29774513 g/mol
Topological Polar Surface Area43.4 Ų
Heavy Atom Count30
Formal Charge0
Complexity732
Isotope Atom Count0
Defined Atom Stereocenter Count6
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

Testosterone cypionate is used in males that present conditions derived from a deficiency or absence of endogenous testosterone. These conditions are 1) primary hypogonadism, defined as the testicular failure due to cryptorchidism, bilateral torsion, orchitis, vanishing testis syndrome or orchidectomy; and 2) hypogonadotropic hypogonadism characterized by idiopathic gonadotropin, LHRH deficiency or pituitary-hypothalamic injury from tumors, trauma or radiation.


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Administration of ester derivatives of testosterone as testosterone cypionate generates an increase in serum testosterone to levels reaching 400% from the baseline within 24 hours of administration. These androgen levels remain elevated for 3-5 days after initial administration. The continuous variation in plasma testosterone after intramuscular administration of testosterone cypionate results in fluctuations in mood and libido as well as some local inflammation.


5.2 MeSH Pharmacological Classification

Androgens

Compounds that interact with ANDROGEN RECEPTORS in target tissues to bring about the effects similar to those of TESTOSTERONE. Depending on the target tissues, androgenic effects can be on SEX DIFFERENTIATION; male reproductive organs, SPERMATOGENESIS; secondary male SEX CHARACTERISTICS; LIBIDO; development of muscle mass, strength, and power. (See all compounds classified as Androgens.)


Anabolic Agents

These compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power. (See all compounds classified as Anabolic Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Pharmacological Classes
Androgen [EPC]; Androstanes [CS]; Androgen Receptor Agonists [MoA]
5.4 Absorption, Distribution and Excretion

Absorption

Testosterone cypionate is an esterified anabolic which allows it to present a greater degree of solubility in fats and thus, the release and absorption occur in a slow rate compare to homologous molecules. Intramuscular administration of 200 mg of testosterone cypionate produced a mean supratherapeutic Cmax of 1122 ng/dl which occurred 4-5 days post-injection. After the fifth day, the levels of testosterone cypionate in plasma went down reaching an average of 400 ng/dl.


Route of Elimination

About 90% of a dose of testosterone given intramuscularly is excreted in the urine as glucuronic and sulfuric acid conjugates of testosterone and its metabolites; about 6% of a dose is excreted in the feces, mostly in the unconjugated form.


Volume of Distribution

The volume of distribution following intravenous administration of testosterone is of approximately 1 L/kg.


Clearance

Testosterone cypionate presents a lower clearance rate after intramuscular administration compared to other analogs of testosterone.


5.5 Metabolism/Metabolites

To start its activity, testosterone cypionate has to be processed by enzymes in the bloodstream. These enzymes will break the bond between the cypionate ester moiety and the testosterone. Once separated, testosterone is metabolized to 17-keto steroids through two different pathways. The major active metabolites are estradiol and dihydrotestosterone (DHT). Testosterone is metabolized to DHT by steroid 5-reductase in skin, liver and urogenital tract. In reproductive tissues DHT is further metabolized to androstanediol.


5.6 Biological Half-Life

The half-life of testosterone cypionate is one of the longest, being approximately of 8 days.


5.7 Mechanism of Action

The effects of testosterone in humans and other vertebrates occur by way of two main mechanisms: by activation of the androgen receptor (directly or as DHT), and by conversion to estradiol and activation of certain estrogen receptors. Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5-alpha-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5-alpha-reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T. The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.


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LAB","customerCountry":"INDIA","quantity":"27.50","actualQuantity":"27.5","unit":"KGS","unitRateFc":"231","totalValueFC":"6365.3","currency":"USD","unitRateINR":"19046","date":"18-Oct-2022","totalValueINR":"523763.63","totalValueInUsd":"6365.3","indian_port":"DELHI AIR","hs_no":"29371900","bill_no":"2932952","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"12-Dec Shakti Nagar"},{"dataSource":"API Import","activeIngredients":"","year":"2022","qtr":"Q4","strtotime":1666117800,"product":"TESTOSTERONE CYPIONATE USP","address":"62 PARVEEN MANZIL HAJI ISMALI HAJI HABIB CHARITY BLDG DONATED Con","city":"STREET KHADAK MASJID BUNDER","supplier":"MERCURY FREIGHT DISTRIBUTION ","supplierCountry":"CHINA","foreign_port":"NA","customer":"THAIGER PHARMA PRIVATE ","customerCountry":"INDIA","quantity":"16.50","actualQuantity":"16.5","unit":"KGS","unitRateFc":"122.3","totalValueFC":"2022","currency":"USD","unitRateINR":"10083.6","date":"19-Oct-2022","totalValueINR":"166379.98","totalValueInUsd":"2022","indian_port":"BOMBAY AIR","hs_no":"29372900","bill_no":"2957449","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"62 PARVEEN MANZIL HAJI ISMALI HAJI HABIB CHARITY BLDG DONATED Con"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q2","strtotime":1685644200,"product":"TESTOSTERONE CYPIONATE","address":"ZENZI PHARMACEUTICAL INDUSTRIES PRI OFF SAKI VIHAR ROAD, CHANDIVALI, Co","city":"MUMBAI","supplier":"HUBEI GOTO BIOPHARM","supplierCountry":"CHINA","foreign_port":"NA","customer":"ZENZI PHARMACEUTICAL INDUSTRIES ","customerCountry":"INDIA","quantity":"8.15","actualQuantity":"8.15","unit":"KGS","unitRateFc":"200","totalValueFC":"1653.9","currency":"USD","unitRateINR":"16680","date":"02-Jun-2023","totalValueINR":"135942.268","totalValueInUsd":"1653.9","indian_port":"BOMBAY AIR","hs_no":"29372900","bill_no":"0","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"ZENZI PHARMACEUTICAL INDUSTRIES PRI OFF SAKI VIHAR ROAD, CHANDIVALI, Co"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1709145000,"product":"TESTOSTERONE CYPIONATE USP (GTG\/2309004)","address":"B 205, UNIVERSAL BUSINESS PARK,,OF","city":"MUMBAI,MAHARASHTRA","supplier":"HUBEI GOTO BIOPHARM","supplierCountry":"CHINA","foreign_port":"SINGAPORE","customer":"ALPHA PHARMA HEALTHCARE ","customerCountry":"INDIA","quantity":"15.00","actualQuantity":"15","unit":"KGS","unitRateFc":"200","totalValueFC":"3033.5","currency":"USD","unitRateINR":"16780","date":"29-Feb-2024","totalValueINR":"251700","totalValueInUsd":"3033.5","indian_port":"Bombay Air","hs_no":"29372900","bill_no":"2363246","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SINGAPORE","supplierAddress":"Group 1, Gaokeng, Xiaohe Yicheng, Hubei, China . - ., ., CHINASDNF CHINA","customerAddress":"B 205, UNIVERSAL BUSINESS PARK,,OF"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1710181800,"product":"TESTOSTERONE CYPIONATE CHEMICAL NAME [(8R,9S,10R,13S,14S,17S)- 10,13- DIMETHYL-3-OXO-1,2,6,7,8,9,11,12,14,15,16,17-DO","address":"12\/12, SHAKTI NAGAR,","city":"DELHI","supplier":"WAHSUN PHARMACEUTICAL CO., LTD","supplierCountry":"CHINA","foreign_port":"HONG KONG","customer":"COOPER 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","customerCountry":"INDIA","quantity":"4.90","actualQuantity":"4.9","unit":"KGS","unitRateFc":"200","totalValueFC":"986.7","currency":"USD","unitRateINR":"16920","date":"01-Oct-2024","totalValueINR":"82908","totalValueInUsd":"986.7","indian_port":"Bombay Air","hs_no":"29372900","bill_no":"5897445","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"WUHAN","supplierAddress":"Group 1, Gaokeng, Xiaohe Yicheng, H ubei, China CHINA SDNF CHINA","customerAddress":"B 205, UNIVERSAL BUSINESS PARK,,OF"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1733250600,"product":"TESTOSTERONE CYPIONATE CHEMICAL NAME (8R,9S,10R,13S,14S,17S) 10,13-DIMETHYL-3-OXO-1,2,6,7,8,9,11,12,14,15,16,17-DODECTESTOSTERONE CYPIONATE CHEMICAL NAME (8R,9S,10R,13S,14S,17","address":"12\/12, SHAKTI NAGAR,","city":"DELHI","supplier":"HUBEI GOTO BIOPHARM ","supplierCountry":"CHINA","foreign_port":"WUHAN","customer":"COOPER LAB","customerCountry":"INDIA","quantity":"13.75","actualQuantity":"13.75","unit":"KGS","unitRateFc":"216","totalValueFC":"2983.3","currency":"USD","unitRateINR":"18435.6","date":"04-Dec-2024","totalValueINR":"253489.5","totalValueInUsd":"2983.3","indian_port":"Delhi Air","hs_no":"29371900","bill_no":"7047953","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"WUHAN","supplierAddress":"GROUP 1 GAOKENG, XIAOHE, YICHENG CI TY HUBEI 441400 SDNF CN","customerAddress":"12\/12, SHAKTI NAGAR,"}]
11-Mar-2021
04-Dec-2024
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DRUG PRODUCT COMPOSITIONS

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DOSAGE - INJECTABLE;INJECTION - 100MG/ML

USFDA APPLICATION NUMBER - 85635

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DOSAGE - INJECTABLE;INJECTION - 200MG/ML

USFDA APPLICATION NUMBER - 85635

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ABOUT THIS PAGE

Testosterone Cypionate Manufacturers

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

Testosterone Cypionate Suppliers

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

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

Testosterone Cypionate USDMF

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

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

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

Testosterone Cypionate WC

A Testosterone Cypionate written confirmation (Testosterone Cypionate WC) is an official document issued by a regulatory agency to a Testosterone Cypionate manufacturer, verifying that the manufacturing facility of a Testosterone Cypionate active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Testosterone Cypionate APIs or Testosterone Cypionate finished pharmaceutical products to another nation, regulatory agencies frequently require a Testosterone Cypionate WC (written confirmation) as part of the regulatory process.

click here to find a list of Testosterone Cypionate suppliers with Written Confirmation (WC) on PharmaCompass.

Testosterone Cypionate 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 Testosterone Cypionate as an active pharmaceutical ingredient (API).

Finished drug products

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

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

Testosterone Cypionate GMP

Testosterone Cypionate 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 Testosterone Cypionate 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 Testosterone Cypionate GMP manufacturer or Testosterone Cypionate GMP API supplier for your needs.

Testosterone Cypionate CoA

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

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

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