CAS 104-29-0|Adermykon|p-Chlorophenyl glyceryl ether|Chlorphenesine [INN-French]|Mycil|Chlorphenesinum [INN-Latin]|3-(4-chlorophenoxy)propane-1,2-diol|Chlorphenesin|Chlorophenesin|Gecophen|Clorfenes...

General Information

Structure

Molecular Formula

C₉H₁₁ClO₃

Molecular Mass

202.63484

Exact Mass

202.03967189

Charge

InChI

InChI=1S/C9H11ClO3/c10-7-1-3-9(4-2-7)13-6-8(12)5-11/h1-4,8,11-12H,5-6H2

InChIKey

MXOAEAUPQDYUQM-UHFFFAOYSA-N

Canonic Smiles

OCC(COc1ccc(cc1)Cl)O

Isomeric Smiles

Clc1ccc(OCC(O)CO)cc1

Calculated Properties

JChem

Acid pKa

13.624308

H Acceptors

H Donor

LogD (pH = 5.5)

1.0991822

LogD (pH = 7.4)

1.099182

Log P

1.0991822

Molar Refractivity

49.5808

Polarizability

19.680779

Polar Surface Area

49.69

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

1.46

LOG S

-1.29

Solubility (Water)

1.04e+01 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Brand Name

AdermykonMycilGecophenMaolateDemykonGechophen

Synonyms

p-Chlorophenyl glyceryl etherChlorphenesine [INN-French]Chlorphenesinum [INN-Latin]ChlorphenesinChlorophenesinClorfenesina [INN-Spanish]alpha-Glyceryl etherp-ChlorophenylGecophenAdermykonDemykon(±)-p-Chlorphenesin3-(4-Chlorophenoxy)-1,2-propanediolNSC 6401p-Chlorphenesinp-Chlorophenyl-α-glyceryl etherElestab CPNChlorphenesin3-(p-Chlorophenoxy)propane-1,2-diolMycilGlycerol α-p-chlorophenyl ether3-(4-chlorophenoxy)propane-1,2-diol3-(4-氯苯氧基)-1,2-丙二醇3-(4-Chlorophenoxy)-1,2-propanediol

IUPAC name

3-(4-chlorophenoxy)propane-1,2-diol

IUPAC Traditional name

C9H11ClO3 chlorphenesin

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

MDL Number

CAS Number

EC Number

Registration numbers

Properties

Product Information

Certificate of Analysis

Download link

Purity

95%

99%

Safety Information

MSDS Link

Download link

Storage Condition

Refrigerator, Under Inert Atmosphere

GHS Hazard statements

H315-H319-H335

RTECS

TY4260000

26-37

否

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

Irritant (Xi)

P261-P305+P351+P338-P302+P352-P321-P405-P501A

36/37/38

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB00856

Drug Groups

approved

Description

A centrally acting muscle relaxant. Its mode of action is unknown. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1203)

Indication

Used, along with rest and physical therapy, to treat injuries and other painful muscular conditions. Investigated for use in trigeminal neuralgia (tic douloureux), a neuropathic disorder characterized by severe facial pain. Was investigated as a modulator of histamine release.

Pharmacology

Chlorphenesin is a muscle relaxant. It blocks nerve impulses (or pain sensations) that are sent to the brain.

Toxicity

Symptoms of a chlorphenesin overdose include drowsiness and nausea.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic. 85% of a dose excreted within 24 hours as the glucuronide metabolite.

Absorption

Rapid and complete.

Half Life

2.3-5 hours

References

• Malley A, Baecher L: Inhibition of histamine and SRS-A from monkey lung tissue by chlorophenesin. J Immunol. 1971 Aug;107(2):586-8. [Pubmed]

• Kurachi M, Aihara H: Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats. Jpn J Pharmacol. 1984 Sep;36(1):7-13. [Pubmed]

• Dalessio DJ: Medical treatment of the major neuralgias. Semin Neurol. 1988 Dec;8(4):286-90. [Pubmed]

External Links

• [Drugs.com]

TRC

C424250

Chlorphenesin is an antigen-associated immunosuppressant that inhibits IgE-mediated histamine release. Chlorphenesin is also used as an antimycotic agent.

Molecule Details

References

PubChem Literature

From Data Sources

• Dalessio DJ: Medical treatment of the major neuralgias. Semin Neurol. 1988 Dec;8(4):286-90. Pubmed

• Kurachi M, Aihara H: Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats. Jpn J Pharmacol. 1984 Sep;36(1):7-13. Pubmed

• Malley A, Baecher L: Inhibition of histamine and SRS-A from monkey lung tissue by chlorophenesin. J Immunol. 1971 Aug;107(2):586-8. Pubmed

• Lichtenstein, L.M. et al.: J. Immunol., 103, 866 (1970)

• Whang, H.Y. et al.: Infect. Immun., 2, 60 (1970)

• Thoma, K. et al.: Pharmazie, 52, 362 (1970)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Academic Data

Commercial Catalog

Names and Identifiers

Brand Name

AdermykonMycilGecophenMaolateDemykonGechophen

Synonyms

IUPAC name

3-(4-chlorophenoxy)propane-1,2-diol

IUPAC Traditional name

C9H11ClO3 chlorphenesin

Registration numbers

PubChem SID

PubChem CID

MDL Number

CAS Number

EC Number

Molecule Details

DB00856

Drug Groups

approved

Description

A centrally acting muscle relaxant. Its mode of action is unknown. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1203)

Indication

Pharmacology

Chlorphenesin is a muscle relaxant. It blocks nerve impulses (or pain sensations) that are sent to the brain.

Toxicity

Symptoms of a chlorphenesin overdose include drowsiness and nausea.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic. 85% of a dose excreted within 24 hours as the glucuronide metabolite.

Absorption

Rapid and complete.

Half Life

2.3-5 hours

References

• Malley A, Baecher L: Inhibition of histamine and SRS-A from monkey lung tissue by chlorophenesin. J Immunol. 1971 Aug;107(2):586-8. [Pubmed]

• Kurachi M, Aihara H: Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats. Jpn J Pharmacol. 1984 Sep;36(1):7-13. [Pubmed]

• Dalessio DJ: Medical treatment of the major neuralgias. Semin Neurol. 1988 Dec;8(4):286-90. [Pubmed]

External Links

• [Drugs.com]

TRC

C424250

Chlorphenesin is an antigen-associated immunosuppressant that inhibits IgE-mediated histamine release. Chlorphenesin is also used as an antimycotic agent.

References

PubChem Literature

From Data Sources

• Dalessio DJ: Medical treatment of the major neuralgias. Semin Neurol. 1988 Dec;8(4):286-90. Pubmed

• Kurachi M, Aihara H: Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats. Jpn J Pharmacol. 1984 Sep;36(1):7-13. Pubmed

• Malley A, Baecher L: Inhibition of histamine and SRS-A from monkey lung tissue by chlorophenesin. J Immunol. 1971 Aug;107(2):586-8. Pubmed

• Lichtenstein, L.M. et al.: J. Immunol., 103, 866 (1970)

• Whang, H.Y. et al.: Infect. Immun., 2, 60 (1970)

• Thoma, K. et al.: Pharmazie, 52, 362 (1970)

Bioactivity

PubChem BioAssay

Properties

Product Information

Certificate of Analysis

Download link

Purity

95%

99%

Safety Information

MSDS Link

Download link

Storage Condition

Refrigerator, Under Inert Atmosphere

GHS Hazard statements

H315-H319-H335

RTECS

TY4260000

26-37

否

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

Irritant (Xi)

P261-P305+P351+P338-P302+P352-P321-P405-P501A

36/37/38

Molecule

ID:734