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甘菊蓝

甘菊蓝用途

Azulene (Cyclopentacycloheptene) 是萘的异构体,具有高抗 HIV 活性。Azulene 是从洋甘菊精油中分离出来的,在药物化学中是一种支架。

甘菊蓝名称

[ CAS 号 ]:
275-51-4

[ 中文名 ]:
奥苷菊环

[ 英文名 ]:
Azulene

[中文别名 ]:

[英文别名 ]:

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

甘菊蓝生物活性

[ 描述 ]:

Azulene (Cyclopentacycloheptene) 是萘的异构体,具有高抗 HIV 活性。Azulene 是从洋甘菊精油中分离出来的,在药物化学中是一种支架。

[ 相关类别 ]:

信号通路 >> 抗感染 >> HIV

研究领域 >> 感染

[ 靶点 ]

HIV

[体外研究]

Azulene是一种有趣的药物化学支架,因为它类似于其他几种常见于药物中的双环芳烃。Azulene是萘的一种结构异构体,是一种双环非苯系芳香烃,由于富含电子的五元环和缺乏电子的七元环而具有偶极矩[1]。

[参考文献]

[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.

甘菊蓝物理化学性质

[ 密度 ]:
1.0±0.1 g/cm3

[ 沸点 ]:
220.7±7.0 °C at 760 mmHg

[ 熔点 ]:
98-100 °C(lit.)

[ 分子式 ]:
C₁₀H₈

[ 分子量 ]:
128.171

[ 闪点 ]:
76.7±8.9 °C

[ 精确质量 ]:
128.062607

[ LogP ]:
3.45

[ 外观性状 ]:
暗蓝色至紫色结晶粉末

[ 蒸汽压 ]:
0.2±0.2 mmHg at 25°C

[ 折射率 ]:
1.632

[ 储存条件 ]:
通风低温干燥

[ 稳定性 ]:
Stable. Combustible. Incompatible with strong oxidizing agents.

甘菊蓝MSDS

甘菊蓝毒性和生态

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)

甘菊蓝安全信息

[ 符号 ]:

GHS09

[ 危害声明 ]:
H411

[ 警示性声明 ]:
P273

[ 个人防护装备 ]:
Eyeshields;Gloves

[ 危害码 (欧洲) ]:
N

[ 风险声明 (欧洲) ]:
R51/53

[ 安全声明 (欧洲) ]:
S61

[ 危险品运输编码 ]:
UN 3077 9/PG 3

[ WGK德国 ]:
2

[ RTECS号 ]:
CO4570000

[ 海关编码 ]:
2902909090

甘菊蓝合成路线

甘菊蓝上下游产品

甘菊蓝上游产品

甘菊蓝下游产品

甘菊蓝海关

[ 海关编码 ]: 2902909090

[ 中文概述 ]:
2902909090. 其他芳香烃. 增值税率:17.0%. 退税率:9.0%. 监管条件:无. 最惠国关税:2.0%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量

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

甘菊蓝文献

Determination of descriptors for polycyclic aromatic hydrocarbons and related compounds by chromatographic methods and liquid-liquid partition in totally organic biphasic systems.

J. Chromatogr. A. 1361 , 240-54, (2014)

Retention factors on several columns and at various temperatures using gas chromatography and from reversed-phase liquid chromatography on a SunFire C18 column with various mobile phase compositions c...

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

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

A series of azulene-based derivatives were synthesized as potent inhibitors for receptor tyrosine kinases such as FMS-like tyrosine kinase 3 (FLT-3). Systematic side chain modification of prototype 1a...

Total synthesis of a CD-ring: side-chain building block for preparing 17-epi-calcitriol derivatives from the Hajos-Parrish dione.

J. Org. Chem. 76(16) , 6906-11, (2011)

An efficient synthesis of the key building block for 17-epi-calctriol from the Hajos-Parrish dione involving a sequence of diastereoselective transformation of the azulene core and the side-chain cons...

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甘菊蓝