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89786-04-9生产厂家

89786-04-9价格

89786-04-9

89786-04-9结构式
89786-04-9结构式

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中文名 他唑巴坦
英文名 tazobactam
中文别名 (2S,3S,5R)-3-((1H-1,2,3-三唑-1-基)甲基)-3-甲基-7-氧代-4-硫杂-1-氮杂双环[3.2.0]庚烷-2-羧酸 4,4-二氧化物
三唑克坦
他唑巴坦,10 MM DMSO 溶液
化合物:Tazobactam (CL-298741)
泰唑巴坦
他唑巴坦酸 标准品
他唑巴坦酸
TAZOBACTAMUM|||TAZOBACTAM ACID|||他唑巴坦酸|||YTR-830H|||CL-298741|||他唑巴坦
他唑巴坦,他唑巴坦酸
他唑巴坦酸(三唑巴坦)
他佐巴坦
[2S-(2a,3b,5a)]-3-甲基-7-氧代-3-(1H-1,2,3-三氮唑-1-基甲基)-4-硫代-1-氮杂双环[3,2,0]庚烷-2-羧酸 4,4-二氧化物
三唑烷砜
他唑巴坦酸/他唑巴坦
Tazobactam 他唑巴坦
[2S-(2Α,3Β,5Α)]-3-甲基-7-氧代-3-(1H-1,2,3-三唑-1-基甲基)-4-硫杂-1-氮杂双环[3.2.0]庚烷-2-羧酸-4,4-二氧化物
泰唑巴坦酸
2α-甲基-2β-(1,2,3-三氮唑-1-基)甲基青霉烷砜-3α-羧酸
他唑巴坦(三唑巴坦、他佐巴坦)
(2S,3S,5R)-3-[(1H-1,2,3-三唑-1-基)甲基]-3-甲基-7-氧代-4-硫杂-1-氮杂双环[3.2.0]庚烷-2-甲酸-4,4-二氧化物
TOBACTAM ACID 他唑巴坦酸
他唑巴坦(标准品)
化合物:Tazobactam (CL-298741)
英文别名 Tazobactam, Free acid
2b-[(1,2,3-triazol-1-yl)methyl]-2a-methylpenam-3a-cboxylic acid 1,1-dioxide
(2s,3s,5r)-3-methyl-4,4,7-trioxo-3-(1h-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid
(2S,3S,5R)-3-METHYL-7-OXO-3-(1H-1,2,3-TRIAZOLE-1-YLMETHYL)-4- THIA-1-AZABICYCLO(3.2.0)HTANE-2-CBOXYLIC ACID 4,4-DIOXIDE
CL-298741:YTR-830
TAZOBACTANACID
2-METHANESULFONYL-5-(TRIFLUOROMETHYL)-1,3,4-THIADIAZOLE
Tazobactam acidQ: What is Tazobactam acid Q: What is the CAS Number of Tazobactam acid Q: What is the storage condition of Tazobactam acid Q: What e the applications of Tazobactam acid
T45 ANV ESWTJ F1 GVQ F1- AT5NNNJ &&(2S,3S,5R)- Form
UNII-SE10G96M8W
YTR-830H
YTR 830H
Tazobactam,Tazobactanacid
(2S,3S,5R)-2-Cboxy-3-methyl-3-[(1H-1,2,3-triazol-1-yl)methyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]htane4,4-dioxide
Tazobactam RS
PhmaVetResiMix 6 Betalactams-v23 μg/mL in Water:Acetonitrile
MFCD00867002
(2S,3S,5R)-3-Methyl-4,4,7-trioxo-3-(1H-1,2,3-triazol-1-ylMethyl)-4
TAZOBACTAN ACID
Tazobactam, 10 mM in DMSO
Tazobactamum
Tazobactam (CL-298741
Tazobactam acid (2S,3S,5R)-3-Methyl-4,4,7-trioxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid
Tazobactam acid/tazobactam
2b-[(1,2,3-triazol-1-yl)methyl]-2a-methylpenam-3a-carboxylic acid 1,1-dioxide
(2S,3S,5R)-3-((1H-1,2,3-Triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid 4,4-dioxide
5-benzodioxin-3(4H)-one
TAZOBACTAM (NON-STERILE API)
Tobactam acid
4-Thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid, 3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-, 4,4-dioxide, (2S,3S,5R)
Tazobactum (Free acid)
(2S,3S,5R)-3-Methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide
Tazobactan acid
(2S,3S,5R)-3-METHYL-4,4,7-TRIOXO-3-[1,2,3]TRIAZOL-1-YLMETHYL-4LAMBDA6-THIA-1-AZA-BICYCLO[3.2.0]HTANE-2-CBOXYLIC ACID
tazobactam acid
[2S-(2α,3β,5α)]-3-Methyl-7-oxo-3-(1H,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]htan-2-cbonsure-4,4-dioxid
cl298741
[2S-(2α,3β,5α)]-3-Methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid 4,4-dioxide
He (the temple
Tazobactam acid //BP
ytr83oh
(2S,3S,5R)-3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid 4,4-dioxide
[2S-(2a,3b,5a)]-3-Methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide
4,4-dioxide,(2s-(2-alpha,3-beta,5-alpha))-triazol-1-ylmethyl)
Tazobactam: (2S,3S,5R)-3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-Thia-1-azabicyclo[3.2.0] htane-2-cboxylic acid, 4,4-dioxide
l^{6}-thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid
TAZOBACTAM
7-Methyl-2H-1
Tazobactamum|||Tazobactam acid|||YTR-830H|||CL-298741
描述 Tazobactam是一种β-内酰胺酶抑制剂, 具有抗菌活性。
相关类别
密度 1.9±0.1 g/cm3
沸点 707.1±70.0 °C at 760 mmHg
熔点 172 °C(dec.)
分子式 C10H12N4O5S
分子量 300.291
闪点 381.4±35.7 °C
精确质量 300.052826
PSA 130.84000
LogP -1.70
外观性状 白色或灰白色粉末
蒸汽压 0.0±2.4 mmHg at 25°C
折射率 1.818
储存条件 Store at?0-5°C
水溶解性 水溶性:实际上不溶;可溶于:二甲基甲酰胺;极微溶:乙醇,甲醇
分子结构

1、 摩尔折射率:49.42

2、 摩尔体积(cm3/mol):143.4

3、 等张比容(90.2K):416.9

4、 表面张力(dyne/cm):71.3

5、 极化率(10-24cm3):19.59

计算化学

1.疏水参数计算参考值(XlogP):-2

2.氢键供体数量:1

3.氢键受体数量:7

4.可旋转化学键数量:3

5.互变异构体数量:2

6.拓扑分子极性表面积131

7.重原子数量:20

8.表面电荷:0

9.复杂度:573

10.同位素原子数量:0

11.确定原子立构中心数量:3

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

更多

1.性状:白色粉末状结晶

2.溶解性:几乎不溶于水

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XI0191400
CHEMICAL NAME :
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3-methyl-7-oxo-3-(1H-1,2,3-triazol-1- ylmethyl)-, 4,4-dioxide, (2S-(2-alpha,3-beta,5-alpha))-
CAS REGISTRY NUMBER :
89786-04-9
LAST UPDATED :
199612
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C10-H12-N4-O5-S
MOLECULAR WEIGHT :
300.32

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 :
Sense Organs and Special Senses (Olfaction) - effect, not otherwise specified Gastrointestinal - hypermotility, diarrhea
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),145,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory depression Gastrointestinal - hypermotility, diarrhea
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),145,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - somnolence (general depressed activity) Skin and Appendages - dermatitis, other (after systemic exposure)
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),145,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),145,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),145,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),145,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Skin and Appendages - dermatitis, other (after systemic exposure)
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),145,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory depression Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),145,1994
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - hypermotility, diarrhea Kidney, Ureter, Bladder - hematuria
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),145,1994 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
14560 mg/kg/26W-I
TOXIC EFFECTS :
Liver - changes in liver weight Blood - pigmented or nucleated red blood cells Blood - changes in erythrocyte (RBC) count
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),155,1994
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
29120 mg/kg/26W-I
TOXIC EFFECTS :
Biochemical - Metabolism (Intermediary) - other proteins Related to Chronic Data - changes in ovarian weight Related to Chronic Data - changes in uterine weight
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),177,1994 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
33288 mg/kg
SEX/DURATION :
female 17-21 day(s) after conception lactating female 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - stillbirth
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 19(Suppl 2),233,1994

危害码 (欧洲) Xi: Irritant;
风险声明 (欧洲) R36/37/38
安全声明 (欧洲) S26-S36/37/39-S45
危险品运输编码 UN 1770 8/PG 2
WGK德国 3
包装等级 II
危险类别 8
海关编码 29036990

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89786-04-9结构式

89786-04-9

文献:Synthesis, , # 3 art. no. F11904SS, p. 442 - 446

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89786-04-9结构式

89786-04-9

文献:Synthesis, , # 3 art. no. F11904SS, p. 442 - 446

~%

89786-04-9结构式

89786-04-9

文献:Synthesis, , # 3 art. no. F11904SS, p. 442 - 446

~%

89786-04-9结构式

89786-04-9

文献:Synthesis, , # 3 art. no. F11904SS, p. 442 - 446

~%

89786-04-9结构式

89786-04-9

文献:Synthesis, , # 3 art. no. F11904SS, p. 442 - 446

~%

89786-04-9结构式

89786-04-9

文献:Synthesis, , # 3 art. no. F11904SS, p. 442 - 446

~%

89786-04-9结构式

89786-04-9

文献:Synthesis, , # 3 art. no. F11904SS, p. 442 - 446

方法1:以舒巴克坦为原料,经酯化保护羧基,再和叠氮钠反应,在3位的一个甲基上引入叠氮基。和乙酸乙烯酯反应,形成三唑化合物,最后氢解脱去保护基,得到三唑巴坦。

89786-04-9 preparation


方法2:以6-APA为原料,经重氮化、溴化,在6位引入溴。过氧乙酸氧化,再酯化后,在锌的作用下脱去溴。然后和三甲基硅基三唑化合物反应,引入三唑化合物,高锰酸钾氧化,最后水解得三唑巴坦钠。

89786-04-9 preparation

方法3:(1) 6a-溴青霉烷-3a-羧酸(012-1)的制备

在反应瓶中加2.5mol/L硫酸500ml,,搅拌下冷却到约10ºC,加入6-氨基青霉烷酸(6-APA)43.2g(0.2mol)和溴化钾120.2g,然后再加入95%乙醇400ml,将混合物冷却到6-8ºC,滴加亚硝酸钠21.2g溶于水100ml的溶液,在1h内滴加完#保持混合物温度在6-8ºC搅拌3.5h反应毕,用氯仿(2*250ml,4*100ml,3*50ml)提取,合并氯仿层,用50%冷盐水(2*250ml)洗,无水硫酸钠干燥,过滤,滤液浓缩,得到012-1黏稠泡沫状物49.96g,收率89%.
(2)6a-溴青霉烷-3a-羧酸二苯甲酯-1B-氧化物(012-2)的制备

在反应瓶中加入012-1 22.4g(0.08mol)、二苯腙17.5g(0.09mol)和氯仿200ml,搅拌溶解,再加入
80%甲酸3.90g(0.072mol)和30%双氧水10.6g(0.094mol),冷却到5ºC加入90%多聚磷酸(H6P4O13)3.75g(0.01mol),搅拌4h,TLC监控012-1基本消失.反应液用2.8%碳酸氢钠和1.7%亚硫酸氢钠溶液(3*40ml)洗,水洗(2*40ml)至中性,无水硫酸钠干燥,过滤,滤液减压下蒸除溶剂,加入环己烷/乙酸乙酯(8:1)150ml,白色固体过滤抽干,干燥,得012-2 30.33g收率80%,mp148~150ºC.

(3)青霉烷-3a-羧酸二苯甲酯-1B-氧化物(012-3)的制备
在反应瓶中加入(012-2)33.58g(0.0726mol)和
THF180ml,搅拌溶解,再加入乙酸铵溶液(22.78g溶于水182ml),分批加入锌粉15(0.237mol),室温搅拌反应1h后,TLC监控012-2消失,减压蒸除THF,加入乙酸乙酯200ml提取,提取液用饱和氯化钠溶液100ml洗至中性,无水硫酸钠干燥,过滤,滤液减压蒸除溶剂,加入环己烷-乙酸乙酯(8:1)150ml,析出白色固体,过滤,干燥,得012-3 22.3g,收率80.1%,mp149~151ºC.

(4)2a-甲基-2B-(1,2,3-三唑-1-基)甲基青霉烷-3a-羧酸二苯甲酯(012-4)的制备

在微型压热釜中加入012-3 19.2g(0.05mol)、2-三甲基硅-1,2,3-三唑7.2(0.051mol)和甲苯180ml,搅拌(或振摇)下通入氮气排去釜内空气,充氮密闭,加热至116~120 ºC反应4h.冷却,取出反应液蒸除甲苯(减压下),剩余物用乙酸乙酯250ml提取,水(8ml)洗,氯化钠溶液(80ml)洗,无水硫酸钠干燥,过滤,滤液减压蒸除溶剂,剩余物用乙醇重结晶,得012-4白色固体12.1g,收率55.7%,mp140~142 ºC

2-三甲基硅-1,2,3-三唑按文献[8]法制得,该化合物为无色油状物,经溶剂结晶mp147~148 ºC

(5).2a-甲基-2B-(1,2,3-三唑-1-基)甲基青霉烷-3a-羧酸二苯甲酯1,1-二氧化物(012-5)的制备

在反应瓶中加入012-4 10.86g(0.025mol)和丙酮10ml,搅拌,加水23ml和冰醋酸32ml,冷却至0~5 ºC ,再加入高锰酸钾7.9g(0.05mol),室温搅拌反应3h.滴加30%双氧水至反应液无色,过滤析出固体,甲醇重结晶,得白色固体10.5g(012-5),收率90%.mp205~207 ºC

(6).他唑巴坦(012)的合成

在反应瓶中加入012-5 10.5g(0.0225mol)与间甲基苯酚85ml,拌均匀,加热到80 ºC 保持反应3h反应毕,冷却至室温,用甲基异丁基酮80ml溶解,用20%碳酸氢钠水溶液洗,分出水层,冷却至0~5 ºC ,用6mol/L盐酸调PH至1.8,析出固体过滤收集,水洗(冰水),丙酮洗抽干,干燥,得白色粉末结晶012 5.6g,mp136~138 ºC .收率82.3%.

将他唑巴坦(012)溶于乙酸乙酯,加入异辛酸钠的乙酸乙酯溶液,搅拌#过滤,乙酸乙酯洗,干燥,得他唑巴坦钠,收率85.7%,mp167~169 ºC (分解).含量98.6%.

89786-04-9 preparation


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