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Chemistry

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Also known as: 302-17-0, 2,2,2-trichloroethane-1,1-diol, Trichloroacetaldehyde hydrate, Noctec, Tosyl, Chloral monohydrate
Molecular Formula
C2H3Cl3O2
Molecular Weight
165.40  g/mol
InChI Key
RNFNDJAIBTYOQL-UHFFFAOYSA-N
FDA UNII
418M5916WG

Chloral Hydrate
A hypnotic and sedative used in the treatment of INSOMNIA.
1 2D Structure

Chloral Hydrate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2,2,2-trichloroethane-1,1-diol
2.1.2 InChI
InChI=1S/C2H3Cl3O2/c3-2(4,5)1(6)7/h1,6-7H
2.1.3 InChI Key
RNFNDJAIBTYOQL-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C(C(Cl)(Cl)Cl)(O)O
2.2 Other Identifiers
2.2.1 UNII
418M5916WG
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Hydrate, Chloral

2. Noctec

2.3.2 Depositor-Supplied Synonyms

1. 302-17-0

2. 2,2,2-trichloroethane-1,1-diol

3. Trichloroacetaldehyde Hydrate

4. Noctec

5. Tosyl

6. Chloral Monohydrate

7. Chloraldurat

8. Phaldrone

9. Nycoton

10. Chloradorm

11. Chloralhydrate

12. Kessodrate

13. 1,1-ethanediol, 2,2,2-trichloro-

14. Cohidrate

15. Felsules

16. Lorinal

17. Oradrate

18. Rectules

19. Trawotox

20. Dormal

21. Escre

22. Hynos

23. Nycton

24. Somnos

25. Sontec

26. Knockout Drops

27. Somni Sed

28. Sk-chloral Hydrate

29. Aquachloral

30. Somnote

31. Trichloracetaldehyd-hydrat

32. Chlorali Hydras

33. 2,2,2-trichloro-1,1-ethanediol

34. Hydrate De Chloral

35. 1,1,1-trichloro-2,2-ethanediol

36. Trichloroacetaldehyde Monohydrate

37. Chloralhydrat

38. Hydral

39. 1,1,1-trichloro-2,2-dihydroxyethane

40. Bi 3411

41. Chloralum

42. Lycoral

43. Cloral Hydrate

44. Nsc 3210

45. Nsc-3210

46. Dtxsid7020261

47. Chebi:28142

48. 418m5916wg

49. Ncgc00159374-02

50. Ncgc00159374-03

51. Kloralhydrat

52. Chloralex

53. Chloralvan

54. Novochlorhydrate

55. Dsstox_cid_261

56. Dsstox_rid_75470

57. Dsstox_gsid_20261

58. Chloraldural [swiss]

59. Caswell No. 168

60. Chloraldurat [german]

61. Chloraldural

62. Nortec

63. Cas-302-17-0

64. Trichloroacetaldehyde, Hydrated

65. Ccris 4142

66. Hsdb 222

67. Aquachloral Supprettes

68. Trichloracetaldehyd-hydrat [german]

69. Einecs 206-117-5

70. Epa Pesticide Chemical Code 268100

71. Brn 1698497

72. Ai3-00082

73. Dea No. 2465

74. Ethanediol, 2,2,2-trichloro-

75. Unii-418m5916wg

76. Chloral Hydrate [usp:ban:jan]

77. Mfcd00044479

78. Noctec (tn)

79. 201612-49-9

80. Trichloroethanal Hydrate

81. Wln: Qyqxggg

82. Chloralum [hpus]

83. Chloral-[13c] Hydrate

84. 1, 2,2,2-trichloro-

85. Schembl34327

86. Chloral Hydrate [mi]

87. 4-01-00-03143 (beilstein Handbook Reference)

88. Chloral Hydrate [jan]

89. Chloral Hydrate (jp17/usp)

90. Chloral Hydrate [hsdb]

91. Chloral Hydrate [iarc]

92. Chembl455917

93. Chloral Hydrate [vandf]

94. Cloral Hydrate [mart.]

95. 2,2-trichloro-1,1-ethanediol

96. Chloral Hydrate [who-dd]

97. Chloral Hydrate [who-ip]

98. Nsc3210

99. Chloral Hydrate, P.a., 99.0%

100. Bcp31225

101. Zinc3872049

102. 1,1-trichloro-2,2-dihydroxyethane

103. Tox21_111614

104. Tox21_200110

105. Chloral Hydrate [green Book]

106. Stl445706

107. Chloral Hydrate [ep Impurity]

108. Akos009157238

109. Chloral Hydrate [ep Monograph]

110. Tox21_111614_1

111. Chloral Hydrate [usp Monograph]

112. Chlorali Hydras [who-ip Latin]

113. Db01563

114. Ncgc00159374-04

115. Ncgc00257664-01

116. Chloral Hydrate;2,2,2-trichloro-1,1-ethanediol;1,1-ethanediol, 2,2,2-trichloro-;choral Hydrate;2,2,2-trichloroethane-1,1-diol;2,2,2trichloroethane1,1diol

117. Ls-12935

118. Db-047727

119. Chloral Hydrate 1000 Microg/ml In Methanol

120. Chloral Hydrate, Saj First Grade, >=99.5%

121. Trichloro Acetaldehyde Hydrate Chloral Hydrate

122. C06899

123. Chloral Hydrate, Crystallized, >=98.0% (t)

124. Chloral Hydrate, Saj Special Grade, >=99.7%

125. Chloralhydrate 1000 Microg/ml In Acetonitrile

126. D00265

127. A936505

128. Q412340

129. J-520014

130. Q-200826

131. F0001-0929

132. 2,2,2-trichloroethane-1,1-diol;trichloroacetaldehyde Hydrate

133. Chloral Hydrate Solution, 1000 Mug/ml In Acetonitrile, Analytical Standard

134. Chloral Hydrate, Meets Analytical Specification Of Ph. Eur., Bp, Usp, 99.5-101%

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 165.40 g/mol
Molecular Formula C2H3Cl3O2
XLogP31
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass163.919862 g/mol
Monoisotopic Mass163.919862 g/mol
Topological Polar Surface Area40.5 Ų
Heavy Atom Count7
Formal Charge0
Complexity56.4
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 Therapeutic Uses

Sedatives, Nonbarbiturate; Anesthetics, Intravenous

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


Chloral hydrate also has been used as an adjunct to opiates and analgesics in postoperative care and control of pain. However, it generally has been replaced by agents with better pharmacokinetic and pharmacodynamic profiles. /Included in US product labeling/

USP. Convention. USPDI - Drug Information for the Health Care Professional. 20th ed. Volume I. Micromedex, Inc. Englewood, CO., 2000. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 859


Chloral hydrate has been used as a routine sedative. However, it generally has been replaced by safer and more effective agents. /Included in US product labeling/

USP. Convention. USPDI - Drug Information for the Health Care Professional. 20th ed. Volume I. Micromedex, Inc. Englewood, CO., 2000. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 859


Chloral hydrate has been used for the treatment of insomnia. However, this medication is effective as a hypnotic only for short-term use; it has been shown to lose its effectiveness for both inducing and maintaining sleep after 2 weeks of administration. In addition, chloral hydrate generally has been replaced by agents with better pharmacokinetic and pharmacodynamic profiles. /Included in US product labeling/

USP. Convention. USPDI - Drug Information for the Health Care Professional. 20th ed. Volume I. Micromedex, Inc. Englewood, CO., 2000. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 859


For more Therapeutic Uses (Complete) data for CHLORAL HYDRATE (13 total), please visit the HSDB record page.


4.2 Drug Warning

... /Chloral hydrate/ crosses the placenta and the effects of the drug on the fetus are unknown. The manufactures caution that the use of chloral hydrate durring pregnancy may cause withdrawal symptoms in neonates

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 2610


Prolonged use of chloral hydrate may produce tolerance and physical and/or psychologic dependence. Tolerance and psychological dependence may develop by the second week of continued therapy.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 2610


Cutaneous reactions to chloral hydrate are not common but have included scarlatiniform or erythematous rash, urticaria, angioedema, purpura, eczema, bullous lesions, and erythema multiforme. Sometimes cutaneous reactions have been accompanied by fever.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 2609


Gastric irritation manifested by nausea, vomiting, and diarrhea is the most frequent adverse effect of oral chloral hydrate administration. Gastric irritation may be minimized by diluting the oral solution with water or other liquid or administering other oral dosage forms with liquids. Flatulence and unpleasant taste may also occur.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 2609


For more Drug Warnings (Complete) data for CHLORAL HYDRATE (14 total), please visit the HSDB record page.


4.3 Minimum/Potential Fatal Human Dose

The lethal oral dose of chloral hydrate in adults is about 10 g; however, ingestion of 4 g has caused death, and some patients have survived ingestion of as much as 30 g.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 2610


Lethal doses /of chloral hydrate/ are between 5 and 10 g.

Gossel, T.A., J.D. Bricker. Principles of Clinical Toxicology. 3rd ed. New York, NY: Raven Press, Ltd., 1994., p. 315


4.4 Drug Indication

Mainly used as a hypnotic in the treatment of insomnia; however, it is only effective as a hypnotic for short-term use. May be used as a routine sedative preoperatively to decrease anxiety and cause sedation and/or sleep with respiration depression or cough reflex.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Hypnotics and Sedatives

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)


5.2 ATC Code

N - Nervous system

N05 - Psycholeptics

N05C - Hypnotics and sedatives

N05CC - Aldehydes and derivatives

N05CC01 - Chloral hydrate


5.3 Absorption, Distribution and Excretion

Absorption

Rapidly absorbed in the GI tract following oral or rectal administration. Chloral hydrate and its active metabolite, trichloroethanol, have been detected in CSF, umbilical cord blood, fetal blood, and amniotic fluid.


Route of Elimination

Trichloroethanol, trichloroethanol glucuronide, and trichloroacetic acid are excreted in the urine. Some trichloroethanol glucuronide may be secreted into bile and excreted in the feces.


Following therapeutic doses of chloral hydrate, only small, clinically insignificant amounts of the active metabolite are distributed into milk.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 2610


Chloral hydrate is rapidly absorbed from the GI tract following oral or rectal administration. Plasma concentrations of chloral hydrate (or the major metabolite, trichloroethanol) required for sedative or hypnotic effects are unknown. Following administration of a single chloral hydrate dose of 15 mg/kg, peak plasma concentrations of trichloroethanol ranged from 7-10 ug/mL in one study.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 2610


After oral administration, chloral hydrate is rapidly absorbed from the gastrointestinal tract. Peak levels of trichloroethanol and trichloroethanol glucuronide were reached within 20- 60 min after oral administration of aqueous solutions.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V63 251 (1995)


The volume of distribution of chloral hydrate is 0.6 L/kg.

Ellenhorn, M.J. and D.G. Barceloux. Medical Toxicology - Diagnosis and Treatment of Human Poisoning. New York, NY: Elsevier Science Publishing Co., Inc. 1988., p. 586


For more Absorption, Distribution and Excretion (Complete) data for CHLORAL HYDRATE (11 total), please visit the HSDB record page.


5.4 Metabolism/Metabolites

Metabolized by the liver and erythrocytes to form trichloroethanol, an active metabolite. This reaction is catalyzed by alcohol dehydrogenase and other enzymes. Oxidation of chloral hydrate and trichloroethanol to trichloroacetic acid in the liver and kidneys also occurs to a lesser extent. Trichloroethanol also undergoes glucuronidation to produce an inactive metabolism.


/Chloral hydrate/ biotransformation to trichloroethanol must be rapid, since no parent compound could be detected in even the first samples taken 10 min after administration of 15 mg/kg bw to volunteers.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V63 251 (1995)


Chloral hydrate is metabolized by the liver and erythrocytes to form trichloroethanol (an active metabolite). The reduction of chloral hydrate to trichloroethanol (the major metabolite) is catalyzed by alcohol dehydrogenase and other enzymes. ... A small but variable amount of chloral hydrate and a larger portion of trichloroethanol are oxidized to trichloroacetic acid (an inactive metabolite), mainly in the liver and kidneys. Trichloroethanol may also be conjugated with glucuronic acid to form trichloroethanol glucuronide (urochloralic acid), an inactive metabolite. ... The quantities of metabolites excreted in the urine appear to be quite variable not only between different individuals but may even vary in the same individual on different days.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 2610


In mammalian species, chloral hydrate is rapidly reduced to trichloroethanol, the metabolite that appears to be responsible for the hypnotic properties of the drug. ... In rodents, a slightly different metabolic pattern is seen, as chloral hydrate is oxidized directly to trichloroacetic acid, and the oxidative pathway from trichloroethanol to trichloroacetate that is observed in humans seems to be absent.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V63 251 (1995)


As < 50% of an administered dose of chloral hydrate was recovered as metabolites in urine, yet unknown biotransformation reactions may exist for chloral hydrate in humans.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V63 251 (1995)


For more Metabolism/Metabolites (Complete) data for CHLORAL HYDRATE (10 total), please visit the HSDB record page.


Chloral hydrate is a known human metabolite of Trichloroethylene.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


5.5 Biological Half-Life

The plasma half-life of trichloroethanol, the active metabolite, is about 7 to 10 hours.

USP. Convention. USPDI - Drug Information for the Health Care Professional. 20th ed. Volume I. Micromedex, Inc. Englewood, CO., 2000. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 859


The average half-life of trichloroethanol glucuronide was 6.7 hr. The average plasma half-life for chloral hydrate metabolites was 8.2 hr; the half-life of the third chloral hydrate metabolite, trichloroacetic acid, was about four days, as it binds extensively to plasma proteins.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V63 251 (1995)


The plasma half-life for therapeutic doses of chloral hydrate is 4 to 5 min, whereas for trichloroethanol /a metabolite/ is 8 to 12 hr and for trichloroacetic acid /a metabolite/, 67 hr.

Ellenhorn, M.J. and D.G. Barceloux. Medical Toxicology - Diagnosis and Treatment of Human Poisoning. New York, NY: Elsevier Science Publishing Co., Inc. 1988., p. 586


This study was designed to characterize the kinetics of chloral hydrate (CH) metabolism, and the formation and elimination of trichloroacetate (TCA), dichloroacetate (DCA), trichloroethanol (TCOH), and trichloroethanol glucuronide (TCOG) in male B6C3F1 mice. Mice were dosed with 67.8, 678, and 2034 umol/kg of CH through the tail vein. ... After intravenous administration, CH rapidly disappeared from blood with a terminal half-life ranging from 5 to 24 min. ... The terminal half-lives of TCOH and TCOG were similar, ranging from 0.2 to 0.7 hr. ...

PMID:8971140 Abbas R et al; Drug Metab Dispos 24 (12): 1340-6 (1996)


5.6 Mechanism of Action

Chloral hydrate has CNS depressant effects similar to those of paraldehyde and the barbiturates. The mechanism of action of the drug is not completely known. The CNS depressant effect of chloral hydrate is believed to result mainly from its metabolite, trichloroethanol, although some animal studies have indicated that the rapid onset of sedation and hypnosis that chloral hydrate produces may be due to chloral hydrate itself and that the prolonged duration of action may be due to trichloroethanol.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 2610


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05-Jan-2022
30-Jan-2026
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ABOUT THIS PAGE

Looking for 302-17-0 / Chloral Hydrate API manufacturers, exporters & distributors?

Chloral Hydrate manufacturers, exporters & distributors 1

50

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

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

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

API | Excipient name

Chloral Hydrate

Synonyms

302-17-0, 2,2,2-trichloroethane-1,1-diol, Trichloroacetaldehyde hydrate, Noctec, Tosyl, Chloral monohydrate

Cas Number

302-17-0

Unique Ingredient Identifier (UNII)

418M5916WG

About Chloral Hydrate

A hypnotic and sedative used in the treatment of INSOMNIA.

Dormal Manufacturers

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

Dormal Suppliers

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

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

Dormal USDMF

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

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

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

Dormal 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 Dormal as an active pharmaceutical ingredient (API).

Finished drug products

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

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

Dormal GMP

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

Dormal CoA

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

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

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