Terpinine-4-ol

Modify Date: 2024-01-02 11:14:42

Terpinine-4-ol Structure
Terpinine-4-ol structure
Common Name Terpinine-4-ol
CAS Number 562-74-3 Molecular Weight 154.249
Density 0.9±0.1 g/cm3 Boiling Point 209.0±0.0 °C at 760 mmHg
Molecular Formula C10H18O Melting Point N/A
MSDS Chinese USA Flash Point 79.4±0.0 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Terpinine-4-ol


Terpinen-4-ol (4-Carvomenthenol), a naturally occurring monoterpene, is the main bioactive component of tea-tree oil. Terpinen-4-ol suppresses inflammatory mediator production by activated human monocytes. Terpinen-4-ol significantly enhances the effect of several chemotherapeutic and biological agents[1][2][3].

 Names

Name 4-terpineol
Synonym More Synonyms

 Terpinine-4-ol Biological Activity

Description Terpinen-4-ol (4-Carvomenthenol), a naturally occurring monoterpene, is the main bioactive component of tea-tree oil. Terpinen-4-ol suppresses inflammatory mediator production by activated human monocytes. Terpinen-4-ol significantly enhances the effect of several chemotherapeutic and biological agents[1][2][3].
Related Catalog
References

[1]. Hart PH, et al. Terpinen-4-ol, the main component of the essential oil of Melaleuca alternifolia (tea tree oil), suppresses inflammatory mediator production by activated human monocytes. Inflamm Res. 2000 Nov;49(11):619-26.

[2]. Shapira S, et al. Terpinen-4-ol: A Novel and Promising Therapeutic Agent for Human Gastrointestinal Cancers. PLoS One. 2016 Jun 8;11(6):e0156540.

 Chemical & Physical Properties

Density 0.9±0.1 g/cm3
Boiling Point 209.0±0.0 °C at 760 mmHg
Molecular Formula C10H18O
Molecular Weight 154.249
Flash Point 79.4±0.0 °C
Exact Mass 154.135757
PSA 20.23000
LogP 2.99
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.485
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
Water Solubility Very slightly soluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OT0175110
CHEMICAL NAME :
para-Menth-1-en-4-ol
CAS REGISTRY NUMBER :
562-74-3
BEILSTEIN REFERENCE NO. :
1906603
LAST UPDATED :
199701
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C10-H18-O
MOLECULAR WEIGHT :
154.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,833,1982 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,833,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Kidney, Ureter, Bladder - urine volume increased
REFERENCE :
CKFRAY Ceskoslovenska Farmacie. (PNS-Ustredni Expedice a Dovoz Tisku, Kafkova 19, 160 00 Prague 6, Czechoslovakia) V.1- 1952- Volume(issue)/page/year: 8,433,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1016 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CCHCDE Zhonghua Jiehe He Huxixi Jibing Zazhi. Chinese Journal of Tuberculosis and Respiratory Diseases. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1978- Volume(issue)/page/year: 4(4),203,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Kidney, Ureter, Bladder - urine volume increased
REFERENCE :
CKFRAY Ceskoslovenska Farmacie. (PNS-Ustredni Expedice a Dovoz Tisku, Kafkova 19, 160 00 Prague 6, Czechoslovakia) V.1- 1952- Volume(issue)/page/year: 8,433,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
750 mg/kg
TOXIC EFFECTS :
Kidney, Ureter, Bladder - urine volume increased
REFERENCE :
CKFRAY Ceskoslovenska Farmacie. (PNS-Ustredni Expedice a Dovoz Tisku, Kafkova 19, 160 00 Prague 6, Czechoslovakia) V.1- 1952- Volume(issue)/page/year: 8,433,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
780 mg/kg
TOXIC EFFECTS :
Kidney, Ureter, Bladder - urine volume increased
REFERENCE :
CKFRAY Ceskoslovenska Farmacie. (PNS-Ustredni Expedice a Dovoz Tisku, Kafkova 19, 160 00 Prague 6, Czechoslovakia) V.1- 1952- Volume(issue)/page/year: 8,433,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,833,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X2137 No. of Facilities: 3 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 1167 (estimated) No. of Female Employees: 51 (estimated)

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes Xn: Harmful;
Risk Phrases R22;R36/37/38
Safety Phrases S26-S36-S37/39
WGK Germany 2
RTECS OT0175110

 Synthetic Route

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 Synonyms

3-Cyclohexen-1-ol, 4-methyl-1- (1-methylethyl)-
EINECS 209-235-5
1-Isopropyl-4-methyl-3-cyclohexen-1-ol
4-methyl-1-[1-methylethyl]-3-cyclohexen-1-ol
4-terpineol
4-terpinenol
terpineol-4
Terpine-4-ol
Terpene-4-ol
Terpinenol-4
p-menth-1-en-4-ol
(±)-4-Terpineol
Terpin-4-ol
1-(1-Methylethyl)-4-methyl-3-cyclohexen-1-ol
(±)-Terpinen-4-ol
Terpinen-4-ol
Terpinenolu-4
3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)-
dl-4-Terpineol
4-Methyl-1-(1-methylethyl)-3-cyclohexene-1-ol
FEMA 2248
1-Isopropyl-4-methylcyclohex-3-en-1-ol
MFCD00001562
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