Azulene

Modify Date: 2024-01-02 17:12:46

Azulene Structure
Azulene structure
 Common Name Azulene
CAS Number 275-51-4 Molecular Weight 128.171
Density 1.0±0.1 g/cm3 Boiling Point 220.7±7.0 °C at 760 mmHg
Molecular Formula C10H8 Melting Point 98-100 °C(lit.)
MSDS Chinese USA Flash Point 76.7±8.9 °C
Symbol GHS09
GHS09		 Signal Word

 Use of Azulene


Azulene (Cyclopentacycloheptene) is as an isomer of naphthalene with high anti-HIV activity. Azulene, isolated from the distillation of chamomile oil, is a scaffold in medicinal chemistry[1][2][3].

 Names

Name azulene
Synonym More Synonyms

 Azulene Biological Activity

Description Azulene (Cyclopentacycloheptene) is as an isomer of naphthalene with high anti-HIV activity. Azulene, isolated from the distillation of chamomile oil, is a scaffold in medicinal chemistry[1][2][3].
Related Catalog
Target

HIV
In Vitro Azulene is an interesting scaffold in medicinal chemistry as it resembles several other bicyclic aromatics that are frequently found in drugs. Azulene, a structural isomer of naphthalene, is a bicyclic nonbenzenoid aromatic hydrocarbon having a dipole moment due to the electron-rich five-membered ring and electron-deficient sevenmembered ring[1].
References

[1]. Teppo O Leino, et al. Azulene-based Compounds for Targeting Orexin Receptors. Eur J Med Chem. 2018 Sep 5;157:88-100.

[2]. Julia Peet, et al. Antiretroviral (HIV-1) Activity of Azulene Derivatives. Bioorg Med Chem. 2016 Apr 15;24(8):1653-7.

[3]. David A. Becker, et al. A new synthesis of substituted azulenes. Journal of the American Chemical Society, 111(1), 389-391.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 220.7±7.0 °C at 760 mmHg
Melting Point 98-100 °C(lit.)
Molecular Formula C10H8
Molecular Weight 128.171
Flash Point 76.7±8.9 °C
Exact Mass 128.062607
LogP 3.45
Vapour Pressure 0.2±0.2 mmHg at 25°C
Index of Refraction 1.632
Stability Stable. Combustible. Incompatible with strong oxidizing agents.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CO4570000
CHEMICAL NAME :
Azulene
CAS REGISTRY NUMBER :
275-51-4
LAST UPDATED :
199701
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C10-H8
MOLECULAR WEIGHT :
128.18
WISWESSER LINE NOTATION :
L57J

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,13,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
180 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,13,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
520 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,13,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,13,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
108 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,13,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
145 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,13,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#07952 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - E0278 No. of Facilities: 2232 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 20256 (estimated) No. of Female Employees: 17049 (estimated)

 Safety Information

Symbol GHS09
GHS09
Hazard Statements H411
Precautionary Statements P273
Personal Protective Equipment Eyeshields;Gloves
Hazard Codes N
Risk Phrases R51/53
Safety Phrases S61
RIDADR UN 3077 9/PG 3
WGK Germany 2
RTECS CO4570000
HS Code 2902909090

 Synthetic Route

 Customs

HS Code 2902909090
Summary 2902909090 other aromatic hydrocarbons。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:2.0%。General tariff:30.0%

 Articles26

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Novel azulene-based derivatives as potent multi-receptor tyrosine kinase inhibitors.

Bioorg. Med. Chem. Lett. 20(20) , 6129-32, (2010)

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 Synonyms

Bicyclo[5.3.0]deca-2,4,6,8,10-pentaene
EINECS 205-993-6
Cyclopentacycloheptene
Azunol
Bicyclo(5.3.0)-deca-2,4,6,8,10-pentaene
MFCD00003810
Azulene
Bicyclo(5.3.0)-1,3,5,7,9-decapentaene
Bicyclo[5.3.0]decapentaene
Bicyclo[0.3.5]deca-1,3,5,7,9-pentaene
Azunamic
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Related Compounds: More...
azulene SN
28802-61-1
Camazulene
14050-92-1
elamazulene
529-08-8
guaiazulene
489-84-9
Chamazulene
529-05-5
5-azaazulene
275-54-7
4-aza-azulene
275-61-6
2-Iodoazulene
36044-41-4
Lactarazulene
489-85-0
Chemsrc provides Azulene(CAS#:275-51-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Azulene are included as well.>> amp version: Azulene

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