phenethicillin | 20676-17-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: phenethicillin
• 英文别名: potassium phenethicillin；6β-((R)-2-phenoxy-propionylamino)-penicillanic acid; potassium salt；Pheneticillin (potassium);-Phenoxyethylpenicillin (potassium)；potassium;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(2R)-2-phenoxypropanoyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• CAS: 20676-17-9
• 化学式: C₁₇H₁₉N₂O₅S*K
• 分子量: 402.513
• InChiKey: ORMNNUPLFAPCFD-MPQOODJTSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.25
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  6

ADMET

毒理性

• 人类毒性摘录

各种皮肤疹...接触性皮炎...口腔病变...发热...嗜酸性粒细胞增多...间质性肾炎可能由青霉素引起。在患有潜在肾脏疾病的病人中，青霉素可能会导致肾病变，伴有异常尿沉渣或急性肾小球肾炎。/青霉素/

SKIN RASHES OF ALL TYPES...CONTACT DERMATITIS...ORAL LESIONS...FEVER... EOSINOPHILIA...INTERSTITIAL NEPHRITIS MAY...BE PRODUCED BY PENICILLINS. ... IN PT WITH UNDERLYING RENAL DISEASE, PENICILLIN MAY PRODUCE NEPHROPATHY WITH ABNORMAL URINE SEDIMENT OR ACUTE GLOMERULONEPHRITIS. /PENICILLINS/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

大多数严重的超敏反应...包括血管神经性水肿、血清病、过敏性休克和亚急性现象。...急性过敏性或类过敏性反应...构成与使用它们相关的最重要的直接危险。/青霉素类/

MOST SERIOUS HYPERSENSITIVITY REACTIONS...ARE ANGIOEDEMA, SERUM SICKNESS, ANAPHYLAXIS, & ARTHUS PHENOMENON. ... ACUTE ANAPHYLACTIC OR ANAPHYLACTOID REACTIONS...CONSTITUTE MOST IMPORTANT IMMEDIATE DANGER CONNECTED WITH THEIR USE. /PENICILLINS/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

过敏性休克...突然，严重的低血压和迅速死亡。...伴有严重哮喘的支气管痉挛，或腹痛、恶心和呕吐，或极度虚弱和血压下降，或腹泻和紫癜样皮肤疹... /青霉素类/

ANAPHYLAXIS...SUDDEN, SEVERE HYPOTENSION & RAPID DEATH. ...BRONCHOCONSTRICTION WITH SEVERE ASTHMA, OR ABDOMINAL PAIN, NAUSEA, & VOMITING, OR EXTREME WEAKNESS & FALL IN BLOOD PRESSURE, OR DIARRHEA & PURPURIC SKIN ERUPTIONS... /PENICILLINS/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 人类毒性摘录

对于系统给药的青霉素反应很少影响眼睛，除非是继发于颅内压增加，这可能导致视乳头水肿。/青霉素/

REACTIONS TO SYSTEMICALLY ADMIN PENICILLIN HAVE RARELY AFFECTED EYES EXCEPT SECONDARILY TO INCR INTRACRANIAL PRESSURE, WHICH HAS PRODUCED PAPILLEDEMA. /PENICILLIN/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

食物延缓吸收，从而延长药物的作用持续时间。口服给药后大约1小时，药物达到血浆峰浓度。

FOOD RETARDS ABSORPTION & THEREBY PROLONGS DURATION OF ACTION OF CMPD. PEAK PLASMA CONCN OCCUR ABOUT 1 HR AFTER ORAL ADMIN OF DRUG.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

经口服给药，药物吸收良好，并能逃逸酸性胃内容物的破坏；尽管如此，肠吸收仍不完全。在等量的口服剂量下，它产生的血浆浓度高于青霉素G或青霉素V。

GIVEN ORALLY, DRUG IS WELL ABSORBED & ESCAPES DESTRUCTION IN ACIDIC GASTRIC CONTENTS; DESPITE THIS FACT, INTESTINAL ABSORPTION IS INCOMPLETE. IN EQUAL ORAL DOSES, IT PRODUCES HIGHER PLASMA CONCN THAN DOES PENICILLIN G OR PENICILLIN V.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

青霉素的半衰期在人类血清中从年轻成年人大约25分钟增加到老年人2小时，并且被肾脏小管主动分泌的药物显著增加。新生儿的血清青霉素水平比儿童和成人接受等量剂量后更高且更持久。

PENICILLIN T/2 IN HUMAN SERUM INCR FROM ABOUT 25 MIN IN YOUNG ADULTS TO 2 HR IN ELDERLY SUBJECTS & IS ALSO MARKEDLY INCR BY DRUGS WHICH ARE ACTIVELY SECRETED BY KIDNEY TUBULES. SERUM PENICILLIN LEVELS IN NEW-BORN INFANTS ARE HIGHER & MORE PROLONGED THAN IN CHILDREN & ADULTS AFTER EQUIV DOSES. /PENICILLIN/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

...迅速从体内消除，主要通过肾脏，但小部分通过胆汁和其他途径。...新生儿的清除率显著较低，因为肾功能未完全发育... /青霉素G/

...RAPIDLY ELIMINATED FROM BODY, MAINLY BY KIDNEY BUT IN SMALL PART IN BILE & BY OTHER CHANNELS. ... CLEARANCE VALUES ARE CONSIDERABLY LOWER IN NEONATES & INFANTS, BECAUSE OF INCOMPLETE DEVELOPMENT OF RENAL FUNCTION... /PENICILLIN G/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

大量出现在肝脏、胆汁、肾脏、精液、淋巴和肠道中。... 当脑膜正常时，青霉素不易进入脑脊液。/青霉素G/

SIGNIFICANT AMT APPEAR IN LIVER, BILE, KIDNEY, SEMEN, LYMPH, & INTESTINE. ... PENICILLIN DOES NOT READILY ENTER CSF WHEN MENINGES ARE NORMAL. /PENICILLIN G/

来源:Hazardous Substances Data Bank (HSDB)

反应信息

• 作为反应物：
  描述：

  phenethicillin 生成 6-<(+)-2-Phenoxy-propionylamino>thiopenicillansaeure
  参考文献：
  名称：

  6-氨基青霉烯酸的衍生物。VI。合成6-氨基硫代青霉酸的一些衍生物。

  摘要：

  DOI：

  10.1021/jm00330a014

文献信息

• US7790905B2
  申请人：——

  公开号：US7790905B2

  公开（公告）日：2010-09-07
• US7927613B2
  申请人：——

  公开号：US7927613B2

  公开（公告）日：2011-04-19
• Derivatives of 6-Aminopenicillanic Acid. VI. Synthesis of Some Derivatives of 6-Aminothiopenicillanic Acid¹
  作者：W. J. Gottstein、R. B. Babel、L. B. Crast、J. M. Essery、R. R. Fraser、J. C. Godfrey、C. T. Holdrege、W. F. Minor、M. E. Neubert、C. A. Panetta、L. C. Cheney

  DOI：10.1021/jm00330a014

  日期：1965.11