Chlorphenesin

Names

[ CAS No. ]:
104-29-0

[ Name ]:
Chlorphenesin

[Synonym ]:
Gecophen
Adermykon
Demykon
EINECS 203-192-6
3-(4-Chlorophenoxy)-1,2-propanediol
3-(4-chlorophenoxy)propane-1,2-diol
Chlorphenesinum
3-(p-Chlorophenoxy)propane-1,2-diol
Mycil
1,2-Propanediol, 3- (p-chlorophenoxy)-
p-chlorophenyl a-glyceryl ether
Chlorphenesine
Clorfenesina
MFCD00021990
Chlorphenesin
1,2-Propanediol, 3-(4-chlorophenoxy)-
Chlorophenesin

Biological Activity

[Description]:

Chlorphenesin is a reversible antigen-associated immunosuppressant. Chlorphenesin is an antibacterial and antifungal agent used in numerous eye care cosmetics[1].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Fungal

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Chlorphenesin (0.01, 0.1, 0.3%; 30-min exposure) significantly reduces the activity of the Akt pathway in a dose-dependent manner in human meibomian gland epithelial cells (HMGECs)[2]. Chlorphenesin (0.1, 0.3%; 24 hours) induces immortalized HMGECs (IHMGECs) rounding, atrophy, poor adherence, detachme and significantly reduces the number of IHMGECs[2].

[References]

[1]. H Y Whang, et al. Chlorphenesin: an antigen-associated immunosuppressant. Infect Immun. 1970 Jul;2(1):60-4.

[2]. Jingyi Wang, et al. Toxicity of the cosmetic preservatives parabens, phenoxyethanol and chlorphenesin on human meibomian gland epithelial cells. Exp Eye Res. 2020 Jul;196:108057.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
369.5±27.0 °C at 760 mmHg

[ Melting Point ]:
77-79°C

[ Molecular Formula ]:
C₉H₁₁ClO₃

[ Molecular Weight ]:
202.635

[ Flash Point ]:
177.2±23.7 °C

[ Exact Mass ]:
202.039673

[ PSA ]:
49.69000

[ LogP ]:
1.43

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.565

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TY4260000

CHEMICAL NAME :: 1,2-Propanediol, 3-(p-chlorophenoxy)-

CAS REGISTRY NUMBER :: 104-29-0

BEILSTEIN REFERENCE NO. :: 2210845

LAST UPDATED :: 199709

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C9-H11-Cl-O3

MOLECULAR WEIGHT :: 202.65

WISWESSER LINE NOTATION :: Q1YQ1OR DG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 911 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - muscle weakness Lungs, Thorax, or Respiration - other changes

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 93,470,1948

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S26-S36

[ HS Code ]:
2909499000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2909499000

[ Summary ]:
2909499000. ether-alcohols and their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%