Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Hinokitiol

Related Products

Hot Products

Name

Hinokitiol

EINECS 207-880-7
CAS No. 499-44-5 Density 1.127 g/cm3
PSA 37.30000 LogP 1.87580
Solubility insoluble in water Melting Point 50-52 °C
Formula C10H12O2 Boiling Point 303.4 °C at 760 mmHg
Molecular Weight 164.204 Flash Point 128.1 °C
Transport Information N/A Appearance N/A
Safety 36 Risk Codes 22
Molecular Structure Molecular Structure of 499-44-5 (2,4,6-Cycloheptatrien-1-one,2-hydroxy-4-(1-methylethyl)-) Hazard Symbols HarmfulXn
Synonyms

2,4,6-Cycloheptatrien-1-one,2-hydroxy-4-isopropyl- (6CI,8CI);2-Hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one;4-Isopropyltropolone;6-Isopropyltropolone;HT-SF;Hinokitiol;Hyka 1;IPT;Kisei Pro-Sol N;NSC 18804;S-HT;b-Isopropyltropolon;b-Thujaplicin;b-Thujaplicine;

Article Data 24

Hinokitiol Synthetic route

55076-49-8

2-amino-6-isopropyl-cycloheptatrienone

499-44-5

hinokitiol

Conditions
ConditionsYield
With potassium hydroxide100%
4570-11-0

β-dolabrin

499-44-5

hinokitiol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol at 22℃; under 760 Torr; for 6.5h;98%
With hydrogen; palladium on activated charcoal In ethanol98%
52732-22-6

isopropanol boric acid

698-48-6

2-hydroxy-4-chloro-2,4,6-cycloheptatrien-1-one

499-44-5

hinokitiol

Conditions
ConditionsYield
With potassium phosphate In tetrahydrofuran at 100℃; for 2h;97.5%
310905-95-4

(5S)-6-isopropyl-3-cycloheptene-1,2-dione

499-44-5

hinokitiol

Conditions
ConditionsYield
Stage #1: (5S)-6-isopropyl-3-cycloheptene-1,2-dione With pyrrolidone hydrotribromide In tetrahydrofuran at 20℃; for 1h; Bromination;
Stage #2: With lithium carbonate; lithium bromide In N,N-dimethyl-formamide for 2h; Aromatisation; Heating;
71%
698-47-5

4-bromo-2-hydroxycycklohepta-2,4,6-trien-1-one

3043-46-7

isopropenyltrimethylstannane

499-44-5

hinokitiol

Conditions
ConditionsYield
Stage #1: 4-bromo-2-hydroxycycklohepta-2,4,6-trien-1-one; isopropenyltrimethylstannane With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane for 1h; Reflux;
Stage #2: With 5%-palladium/activated carbon; hydrogen In ethanol at 20℃; under 760.051 Torr; for 24h;
53%
13656-84-3

4-isopropyl-cycloheptanone

499-44-5

hinokitiol

Conditions
ConditionsYield
With selenium(IV) oxide; ethanol Erwaermen des Reaktionsprodukts mit N-Brom-succinimid in CHCl3;
13656-84-3

4-isopropyl-cycloheptanone

A

499-44-5

hinokitiol

B

2891-67-0

3-bromo-5-isopropyl-tropolone

Conditions
ConditionsYield
With selenium(IV) oxide; ethanol Behandeln des Reaktionsprodukts mit Brom in Essigsaeure und Erhitzen des hierbei erhaltenen Reaktionsprodukts mit Wasserdampf;
108168-72-5

3-isopropylcycloheptanone

499-44-5

hinokitiol

Conditions
ConditionsYield
With selenium(IV) oxide; ethanol Erwaermen des Reaktionsprodukts mit N-Brom-succinimid in CHCl3;
Multi-step reaction with 2 steps
1: selenium dioxide / ethanol; H2O / 2 h / 90 °C
2: 1.) phenyltrimethylammonium tribromide 2.) LiCl, Li2CO3 / 1.) THF, RT, 1.75 h, 2.) DMF, 120 deg C, 45 min
View Scheme

(1S,5R)-7,7-Dichloro-1-isopropyl-bicyclo[3.2.0]hept-2-en-6-one

499-44-5

hinokitiol

Conditions
ConditionsYield
With potassium acetate

(1R,5S)-7,7-Dichloro-3-isopropyl-bicyclo[3.2.0]hept-2-en-6-one

499-44-5

hinokitiol

Conditions
ConditionsYield
With potassium acetate

Hinokitiol Consensus Reports

Reported in EPA TSCA Inventory.

Hinokitiol Specification

The IUPAC name of 4-Isopropyltropolone is 2-hydroxy-6-propan-2-ylcyclohepta-2,4,6-trien-1-one. With the CAS registry number 499-44-5, it is also named as 2-Hydroxy-4-(1-methylethyl)-2,4,6-cycloheptatrien-1-one. The product's categories are Tropolones; Tropolones & Azulenes. It is a tropolone derivative and one of the thujaplicins. Additionally, this chemical should be sealed in the container and stored in the ventilate and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.89; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.88; (4)ACD/LogD (pH 7.4): 1.41; (5)ACD/BCF (pH 5.5): 15.72; (6)ACD/BCF (pH 7.4): 5.3; (7)ACD/KOC (pH 5.5): 248.21; (8)ACD/KOC (pH 7.4): 83.69; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.553; (13)Molar Refractivity: 46.67 cm3; (14)Molar Volume: 145.6 cm3; (15)Polarizability: 18.5×10-24 cm3; (16)Surface Tension: 44.6 dyne/cm; (17)Enthalpy of Vaporization: 63.05 kJ/mol; (18)Vapour Pressure: 8.98E-05 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Tautomer Count: 34; (21)Exact Mass: 164.08373; (22)MonoIsotopic Mass: 164.08373; (23)Topological Polar Surface Area: 37.3; (24)Heavy Atom Count: 12; (25)Complexity: 280.

Preparation of 4-Isopropyltropolone: It is a natural monoterpenoid found in the wood of trees in the family Cupressaceae. So it can be obtained by the wood of Chamaecyparis obtuse Sieb.et Zucc.

Uses of 4-Isopropyltropolone: It has inhibitory effects on Chlamydia trachomatis and may be clinically useful as a topical drug. And it also can react with 4-methoxy-benzaldehyde diethylacetal to get a,a-bis(2-hydroxy-6-isopropyltropon-3-yl)-4-methoxytoluene. This reaction may react at temperature of 180 °C. The reaction time is 2 hours. The yield is 34%.

When you are using this chemical, please be cautious about it as the following:
The 4-Isopropyltropolone is harmful if swallowed. If you want to contact this product, you must wear suitable protective clothing. 

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C1/C=C(\C=C/C=C1/O)C(C)C
2. InChI:InChI=1/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12)

The following are the toxicity data which has been tested. 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo subcutaneous 500mg/kg (500mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 48, Pg. 722, 1959.
mouse LD50 intraperitoneal 85mg/kg (85mg/kg)   Journal of Medicinal Chemistry. Vol. 6, Pg. 755, 1963.
mouse LD50 intravenous 128mg/kg (128mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ANALGESIA
Yakugaku Zasshi. Journal of Pharmacy. Vol. 91, Pg. 550, 1971.
 
mouse LD50 subcutaneous 541mg/kg (541mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ANALGESIA
Yakugaku Zasshi. Journal of Pharmacy. Vol. 91, Pg. 550, 1971.
 
rabbit LD50 skin > 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)
National Technical Information Service. Vol. OTS0570591,
rat LDLo oral 500mg/kg (500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0570591,

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 499-44-5