制备方法

方法1:以2,6-二羟基-5-氟烟酰胺为原料,经氯化、酯化、与乙酰哌嗪缩合、与3-乙胺基丙酸乙酯缩合、环化、脱氢、水解得产品。该路线条件温和,路线较短,但需特殊试剂四氯苯醌。国内目前主要采用该法。 方法2:另一条路线是以2,6-二氯-3-硝基吡啶为原料,经与乙氧羰基哌嗪缩合后,再经氨解、乙酰化、还原、重氮化、氟化、水解、与EMME缩合、环合乙基化、水解得产品。该法氟化反应不易控制、环化需高温,工艺条件苛刻。

合成制备方法

方法1：以2，6-二羟基-5-氟烟酰胺为原料，经氯化、酯化、与乙酰哌嗪缩合、与3-乙胺基丙酸乙酯缩合、环化、脱氢、水解得产品。该路线条件温和，路线较短，但需特殊试剂四氯苯醌。国内目前主要采用该法。

方法2：另一条路线是以2，6-二氯-3-硝基吡啶为原料，经与乙氧羰基哌嗪缩合后，再经氨解、乙酰化、还原、重氮化、氟化、水解、与EMME缩合、环合乙基化、水解得产品。该法氟化反应不易控制、环化需高温，工艺条件苛刻。

用途简介

抗感染药，用来抗菌消炎。

用途

喹诺酮类广谱抗感染药，对革兰阳性和阴性菌及葡萄糖非发酵菌有抗菌作用。适用于治疗呼吸系统感染，消化道感染，泌尿生殖系统感染以及皮肤、耳鼻眼喉感染，妇科疾病感染

海关代码：

29335995

WGK_Germany：

2
德国有关水污染物质的分类清单

危险类别码：

36/37/38

安全说明：

26-36/37

RTECS号：

QN2800000

危险标志：

Xi

CHEMICAL IDENTIFICATION

RTECS NUMBER :

QN2800000

CHEMICAL NAME :

1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-

CAS REGISTRY NUMBER :

74011-58-8

LAST UPDATED :

199806

DATA ITEMS CITED :

15

MOLECULAR FORMULA :

C15-H17-F-N4-O3

MOLECULAR WEIGHT :

320.36

WISWESSER LINE NOTATION :

T66 BV EN GNJ CVQ E2 IF H- DT6M DNTJ

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 :

>5 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

>2 gm/kg

TOXIC EFFECTS :

Behavioral - altered sleep time (including change in righting reflex) Behavioral - ataxia Skin and Appendages - hair

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Intravenous

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

236 mg/kg

TOXIC EFFECTS :

Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

>4 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Intraperitoneal

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

3600 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

1100 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Intravenous

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

327 mg/kg

TOXIC EFFECTS :

Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Mammal - dog

DOSE/DURATION :

>1600 mg/kg

TOXIC EFFECTS :

Behavioral - food intake (animal) Gastrointestinal - hypermotility, diarrhea

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Primate - monkey

DOSE/DURATION :

>1600 mg/kg

TOXIC EFFECTS :

Behavioral - food intake (animal) Gastrointestinal - hypermotility, diarrhea

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

90 gm/kg/30D-I

TOXIC EFFECTS :

Kidney, Ureter, Bladder - changes in bladder weight Blood - changes in leukocyte (WBC) count Nutritional and Gross Metabolic - changes in calcium

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

273 gm/kg/26W-I

TOXIC EFFECTS :

Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - changes in testicular weight

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Intravenous

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

1680 mg/kg/4W-I

TOXIC EFFECTS :

Skin and Appendages - dermatitis, other (after systemic exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Oral

DOSE :

91 gm/kg

SEX/DURATION :

male 13 week(s) pre-mating

TOXIC EFFECTS :

Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females) Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Oral

DOSE :

11 gm/kg

SEX/DURATION :

female 7-17 day(s) after conception

TOXIC EFFECTS :

Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

MUTATION DATA

TYPE OF TEST :

Mutation in microorganisms

TEST SYSTEM :

Bacteria - Salmonella typhimurium

DOSE/DURATION :

200 ng/plate

REFERENCE :

MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 281,207,1992

生态数据：

通常对水是不危害的，若无政府许可，勿将材料排入周围环境。

分子结构数据

1、   摩尔折射率：78.79

2、   摩尔体积（cm³/mol）：230.6

3、   等张比容（90.2K）：636.7

4、   表面张力（dyne/cm）：58.0

5、   极化率（10^-24cm³）：31.23

计算化学数据

1.疏水参数计算参考值（XlogP）:无

2.氢键供体数量:2

3.氢键受体数量:8

4.可旋转化学键数量:3

5.互变异构体数量:无

6.拓扑分子极性表面积85.8

7.重原子数量:23

8.表面电荷:0

9.复杂度:521

10.同位素原子数量:0

11.确定原子立构中心数量:0

12.不确定原子立构中心数量:0

13.确定化学键立构中心数量:0

14.不确定化学键立构中心数量:0

15.共价键单元数量:1