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Also known as: Chlorocresol, 59-50-7, 4-chloro-m-cresol, P-chloro-m-cresol, Phenol, 4-chloro-3-methyl-, Parol
Molecular Formula
C7H7ClO
Molecular Weight
142.58  g/mol
InChI Key
CFKMVGJGLGKFKI-UHFFFAOYSA-N
FDA UNII
36W53O7109

Chlorocresol
1 2D Structure

Chlorocresol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-chloro-3-methylphenol
2.1.2 InChI
InChI=1S/C7H7ClO/c1-5-4-6(9)2-3-7(5)8/h2-4,9H,1H3
2.1.3 InChI Key
CFKMVGJGLGKFKI-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=C(C=CC(=C1)O)Cl
2.2 Other Identifiers
2.2.1 UNII
36W53O7109
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-chloro-3-cresol

2. 4-chloro-meta-cresol

3. Chlorocresol

4. Chlorocresol Sodium Salt

2.3.2 Depositor-Supplied Synonyms

1. Chlorocresol

2. 59-50-7

3. 4-chloro-m-cresol

4. P-chloro-m-cresol

5. Phenol, 4-chloro-3-methyl-

6. Parol

7. P-chlorocresol

8. 4-chloro-3-cresol

9. Ottafact

10. Baktol

11. Candaseptic

12. 2-chloro-5-hydroxytoluene

13. Baktolan

14. Parmetol

15. Peritonan

16. Raschit

17. Aptal

18. Rasen-anicon

19. 4-chloro-5-methylphenol

20. Pcmc

21. Preventol Cmk

22. Raschit K

23. P-chlor-m-cresol

24. 6-chloro-3-hydroxytoluene

25. 3-methyl-4-chlorophenol

26. 2-chloro-hydroxytoluene

27. Parachlorometacresol

28. Chlorocresolum

29. 4-chloro-3-methyl Phenol

30. M-cresol, 4-chloro-

31. Rcra Waste Number U039

32. Nsc 4166

33. Para-chloro-meta-cresol

34. Chebi:34395

35. Nsc-4166

36. Mfcd00002323

37. 1-chloro-2-methyl-4-hydroxybenzene

38. Ncgc00091338-01

39. Chlorcresolum

40. Chlorkresolum

41. Chlorocresolo

42. Chlorokresolum

43. Perol

44. 36w53o7109

45. Dsstox_cid_1717

46. Chloro-3-cresol

47. Dsstox_rid_76291

48. Dsstox_gsid_21717

49. Clorocresolo [dcit]

50. Clorocresol [spanish]

51. Caswell No. 185a

52. Chlorocresolum [latin]

53. Clorocresol

54. Clorocresolo

55. Clorocresol [inn-spanish]

56. Cas-59-50-7

57. Chlorocresolum [inn-latin]

58. Ccris 1938

59. 4-chloro-meta-cresol

60. Hsdb 5198

61. 4-chloro-1-hydroxy-3-methylbenzene

62. Einecs 200-431-6

63. 4-chloro-3-methyl-phenol

64. Rcra Waste No. U039

65. Epa Pesticide Chemical Code 064206

66. Brn 1237629

67. Lysochlor

68. Chlorocresol [usan:inn:nf]

69. Ai3-00075

70. Chlorocresol, Nf

71. Unii-36w53o7109

72. Spectrum_000130

73. 2p7a

74. 4-chlor-3-methylphenol

75. Chlorocresol (nf/inn)

76. Spectrum2_000002

77. Spectrum4_000278

78. Spectrum5_000705

79. Chlorocresol [ii]

80. Chlorocresol [mi]

81. 4-chloro-5-methyl-phenol

82. Chlorocresol [inn]

83. Wln: Qr Dg C

84. Chlorocresol [hsdb]

85. Chlorocresol [usan]

86. Ec 200-431-6

87. Schembl12344

88. Chlorocresol [mart.]

89. Kbiogr_000776

90. Kbioss_000590

91. Mls002152924

92. Bidd:er0169

93. Chlorocresol [who-dd]

94. Chlorocresol [who-ip]

95. Divk1c_000768

96. Phenol, 4-chloro-5-methyl-

97. Spectrum1500178

98. Spbio_000003

99. Zinc1124

100. Chembl1230222

101. Dtxsid4021717

102. 4-chloro-3-methylphenol, 99%

103. Hms502g10

104. Kbio1_000768

105. Kbio2_000590

106. Kbio2_003158

107. Kbio2_005726

108. Nsc4166

109. Ninds_000768

110. P-chloro-m-cresol [inci]

111. Hms1920o03

112. Hms2091c14

113. Hms3652f13

114. Hms3885p09

115. Pharmakon1600-01500178

116. Chlorocresol [ep Monograph]

117. Hy-b1284

118. Tox21_111116

119. Tox21_201293

120. Tox21_300054

121. Bdbm50527069

122. Ccg-39979

123. Hsci1_000352

124. Nsc756680

125. S4209

126. Stl268900

127. Chlorocresolum [who-ip Latin]

128. Akos000120242

129. Tox21_111116_1

130. Cs-4678

131. Nsc-756680

132. Chlorocresol (4-chloro-3-methylphenol)

133. Idi1_000768

134. Ncgc00091338-02

135. Ncgc00091338-03

136. Ncgc00091338-04

137. Ncgc00091338-06

138. Ncgc00254021-01

139. Ncgc00258845-01

140. 4-chloro-3-methylphenol, Technical Grade

141. Ac-14332

142. Ls-13269

143. Smr001224524

144. Sbi-0051308.p003

145. 4-chloro-3-methylphenol, Analytical Standard

146. B1696

147. Ft-0618220

148. Sw219289-1

149. 4-chloro-3-methylphenol, >=98.0% (hplc)

150. A16444

151. D03468

152. Ab00051939_02

153. Ab00051939_03

154. Q302865

155. Sr-05000002033

156. 4-chloro-3-methylphenol 100 Microg/ml In Methanol

157. Q-200453

158. Sr-05000002033-1

159. Brd-k89056082-001-03-6

160. F0001-1543

161. Z955123738

162. 43m

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 142.58 g/mol
Molecular Formula C7H7ClO
XLogP33.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass142.0185425 g/mol
Monoisotopic Mass142.0185425 g/mol
Topological Polar Surface Area20.2 Ų
Heavy Atom Count9
Formal Charge0
Complexity94.9
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

Fungicides, Industrial

National Library of Medicine's Medical Subject Headings online file (MeSH, 2009)


MEDICATION (VET): In topical medicaments and in intrauterine lubricants as antiseptic and preservative (0.1-0.2% concentration).

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 104


Chlorocresol and chloracetamide are used in medications, glues, and cosmetics as preservatives.

PMID:7249630 Dooms-Goossens A et al; Contact Dermatitis 7 (1): 51-2 (1981)


Antiseptic (topical).

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 368


/EXPTL THER/...At all concentrations of /4-chloro-m-cresol/ (4-cmc), the increase in baseline force was significantly greater in the /malignant hyperthermia susceptible/ (MHS) group compared to the /malignant hyperthermia negative/ MHN group (P<0.05). Muscle from 15 MHS patients responded to 4-cmc with increasing force at a threshold concentration of 75 umol/L or less, whereas muscle from 23 MH-non-susceptible (MHN) patients had thresholds of 100 umol/L or more. The accuracy of the chlorocresol test was thus 100% (95% confidence limits 90.75-100%) at a threshold of 75 umol/L. Amplitude of contractures at 2 mmol/L caffeine was not different from contractures at 75 umol/L of 4-cmc in either the MHS or the MHN group (P>0.05). In vivo concentrations of chlorocresol from clinical use of insulin and somatropin are estimated to be 20 times less than the threshold concentration and thus these drugs seem safe in MH patients. 4-chloro-m-cresol may be a suitable aid to clarify puzzling results of standard testing of MH susceptibility.

PMID:9311392 Ording H et al; Acta Anaesthesiol Scand 41 (8): 967-72 (1997)


4.2 Minimum/Potential Fatal Human Dose

One source has rated p-chloro-m-cresol as very toxic, with a probable lethal dose to humans of 50 to 500 mg/kg.

Sittig, M. Handbook of Toxic and Hazardous Chemicals and Carcinogens, 1985. 2nd ed. Park Ridge, NJ: Noyes Data Corporation, 1985., p. 230


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Fungicides, Industrial

Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc. (See all compounds classified as Fungicides, Industrial.)


5.2 Absorption, Distribution and Excretion

Four groups of conventional female albino guinea pigs, three per group, were used to determine the bioavailability of PCMC. Occlusive patches of 0.2 mL of a 5% PCMC aqueous suspension stabilized with Carbomer 941, a saturated aqueous solution of 0.38% PCMC, 5% PCMC in olive oil/acetone (4:1), or 5% PCMC in propylene glycol were applied for 24 hr. After 96 hr, the animals were killed and the skin at the site of patch testing was removed for analysis (the patches were kept for analysis to determine the amount of PCMC remaining in the patch material). Fractional sampling of the urine and feces was performed to determine the rate of absorption of PCMC. An additional three animals had been injected with PCMC intraperitoneally to determine the excretion rate. However, no free PCMC was found, indicating rapid metabolism. In determining bioavailability, the calculations were based on the assumption that the saturated PCMC solution is 0.4% (w/v), corresponding to 0.8 mg in 0.2 mL, and that 0.2 mL of the 5% PCMC preparations contained 10 mg of the chemical. The results indicated that 25% of the aqueous PCMC (stabilized with carbomer 941) and 46% of the saturated aqueous PCMC solution remained in the patches. Only 0.2% of the aqueous PCMC (stabilized with carbomer 941) and 0.5% of the saturated aqueous PCMC solution was found in the skin at the patch site. This was compared to 65% of the PCMC in propylene glycol and 66% of the PCMC in olive oil/acetone solutions remaining in the patch; and 0.7% and 1.6%, respectively found in the skin at the patch site. The authors conclude that PCMC was more bioavailable from the aqueous preparations. After 96 hr, 0.2 and 0.5% PCMC was detected at the patch test site in the animals dosed with 5% and saturated aqueous PCMC, respectively, and 0.7 and 1.6% PCMC were found in the skin of the animals patch tested with 5% PCMC in olive oil/acetone and propylene glycol, respectively.

Cosmetic Ingredient Expert Review Panel; Final Report on the Safety Assessment for p-Chloro-m-Cresol. International Journal of Toxicology 16 (3): 235-68 (1997). https://esis.jrc.ec.europa.eu/


The biocide 4-chloro-3-methylphenol (CMP, CAS number 59-50-7) is a common additive to metal-working fluids (MWF) and building materials. ... In the current study, the in vitro human epidermal permeability of CMP contained in a working dilution of TRIM VX (20% in water) was evaluated and, for comparison, permeability from an aqueous buffer was also assessed. CMP penetration was also measured from transient exposures to 20% TRIM VX. ... Transient (20 or 40 min) exposures of epidermal membranes to 20% TRIM VX (/sample size/ = 4) resulted in total penetration of 4.2 +/- 1.2 and 7.3 +/- 0.8 ug/sq cm, respectively. ...

PMID:20818538 Frasch HF et al; J Toxicol Environ Health A 73 (20): 1394-405 (2010)


A pharmacokinetic study was performed in which rats were dosed orally with 300 mg/kg PCMC. PCMC reportedly was eliminated rapidly through the kidneys. Additionally, there is no likelihood of cumulation effects. A corresponding examination of fatty and hepatic tissues from rats that were fed 150-1500 ppm PCMC for up to 13 week reported no indication of an accumulation of PCMC in these tissues.

Cosmetic Ingredient Expert Review Panel; Final Report on the Safety Assessment for p-Chloro-m-Cresol. International Journal of Toxicology 16 (3): 235-68 (1997).


Rabbits were injected subcutaneously with 1 g 3-methyl-4-chlorophenol/kg bw dissolved in olive oil. 15-20% of the 3-methyl-4-chlorophenol given was excreted (urine) during 4-5 days.

European Chemicals Bureau; IUCLID Dataset for 3-Methyl-4-Chlorophenol (59-50-7), p.57(2000). Available from, as of July 22, 2011: https://esis.jrc.ec.europa.eu/


For more Absorption, Distribution and Excretion (Complete) data for 3-METHYL-4-CHLOROPHENOL (7 total), please visit the HSDB record page.


5.3 Mechanism of Action

...In skeletal muscle sarcoplasmic reticulum, 4-chloro-m-cresol was found to be a potent activator of Ca2+ release mediated by a ruthenium red/caffeine-sensitive Ca2+ release channel. In cerebellar microsomes, this compound released Ca2+ from an inositol-1,4,5-trisphosphate-insensitive store, suggesting that there too it was acting at the ryanodine receptor level. When tested on PC12 cells, chlorocresol released Ca2+ from a caffeine- and thapsigargin-sensitive intracellular store. In addition, the compound was capable of releasing Ca2+ after pretreatment of PC12 cells with bradykinin, suggesting that it acts on a channel contained within an intracellular Ca2+ store that is distinct from that sensitive to inositol-1,4,5-trisphosphate. Structure-activity relationship analyses suggest that the chloro and methyl groups in chlorocresols are important for the activation of the ryanodine receptor Ca2+ release channel.

PMID:8264556 Zorzato F et al; Mol Pharmacol 44 (6): 1192-201 (1993)


The ryanodine receptor type 1 (RyR1) and type 2 (RyR2), but not type 3 (RyR3), are efficiently activated by 4-chloro-m-cresol (4-CmC). /It was/ previously /shown/ that a 173-amino acid segment of RyR1 (residues 4007-4180) is required for channel activation by 4-CmC ... present study... used site-directed mutagenesis to identify individual amino acid(s) within this region that mediate 4-CmC activation. In RyR1, substitution of 11 amino acids conserved between RyR1 and RyR2, but divergent in RyR3, with their RyR3 counterparts reduced 4-CmC sensitivity to the same degree as substitution of the entire 173-amino acid segment. Further analysis of various RyR1 mutants containing successively smaller numbers of these mutations identified 2 amino acid residues (Gln(4020) and Lys(4021)) that, when mutated to their RyR3 counterparts (Leu(3873) and Gln(3874)), abolished 4-CmC activation of RyR1. Mutation of either of these residues alone did not abolish 4-CmC sensitivity, although Q4020L partially reduced 4-CmC-induced Ca /ion/ transients. In addition, mutation of the corresponding residues in RyR3 to their RyR1 counterparts (L3873Q/Q3874K) imparted 4-CmC sensitivity to RyR3. Recordings of single RyR1 channels indicated that 4-CmC applied to either the luminal or cytoplasmic side activated the channel with equal potency. Secondary structure modeling in the vicinity of the Gln(4020)-Lys(4021) dipeptide suggests that the region contains a surface-exposed region adjacent to a hydrophobic segment, indicating that both hydrophilic and hydrophobic regions of RyR1 are necessary for 4-CmC binding to the channel and/or to translate allosteric 4-CmC binding into channel activation.

PMID:16737973 Fessenden JD et al; J Biol Chem 281 (30): 21022-21031 (2006)


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MAHARASHTRA","customerAddress":""},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1709145000,"product":"PREVENTOL CMK NA-ALKALINE FORMULATION OF CHLOROCRESOL-ALKALINE FORMULATION OF 3-METHYL-4-CHLOROPHENOL(CHLOROCRESOL OR P-","address":"LANXESS HOUASE A-162,A-163,A-164,","city":"COLLEGE,MIDC THANE(W) MH.","supplier":"LANXESS DEUTSCHLAND GMBH","supplierCountry":"GERMANY","foreign_port":"BREMERHAVEN","customer":"LANXESS INDIA PRIVATE ","customerCountry":"INDIA","quantity":"50.00","actualQuantity":"50","unit":"KGS","unitRateFc":"22","totalValueFC":"1110.3","currency":"USD","unitRateINR":"1842.4","date":"29-Feb-2024","totalValueINR":"92122.2","totalValueInUsd":"1110.3","indian_port":"JNPT","hs_no":"29081900","bill_no":"2364057","productDescription":"API","marketType":"REGULATED MARKET","country":"GERMANY","selfForZScoreResived":"Pharma Grade","supplierPort":"BREMERHAVEN","supplierAddress":"KENNEDYPLATZ 150569 COLOGNESDNFSDNF GERMANY","customerAddress":"LANXESS HOUASE A-162,A-163,A-164,"}]
05-Mar-2021
18-Sep-2024
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ABOUT THIS PAGE

Chlorocresol Manufacturers

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

Chlorocresol Suppliers

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

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

Chlorocresol WC

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

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

Chlorocresol GMP

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

Chlorocresol CoA

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

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

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