Oxytetracycline hydrochloride 盐酸土霉素

CAS 2058-46-0 MFCD00135815

化学结构图

2058-46-0
SMILES: CN(C)C1C(=O)C(C(N)=O)=C(O)C2(O)C(=O)C3=C(O)c4c(O)cccc4C(C)(O)C3C(O)C12.Cl

化学属性

Mol. FormulaC22H25ClN2O9
Mol. Weight496.89
Melting Point180°C
Solubility>100 G/L
TSCAYes
Appearance crystalline
Density1.71

别名和识别编码

Chemical NameOxytetracycline hydrochloride
CAS Number2058-46-0
Synonym (4S,4aR,5S,5aR,6S,12aS)-4-二甲氨基-1,4,4a,5,5a,6,11,12a-八氢-3,5,6,10,12,12a-六羟基-6-甲基-1,11-二氧代-2-并四苯甲酰胺盐酸盐 10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-monohydrochloride 2-naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5, 5-Hydroxytetracycline hydrochloride 5-Hydroxytetracycline hydrochloride; [4S-(4alpha,4aalpha,5alpha,5aalpha,6beta,12aalpha)]-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride 5-hydroxytetracycline hydrochloride 5alpha,5aalpha,6beta,12aalpha)]-aalph 6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-,monohyd AQUACYCLINE Aquacycline BIO-MYCIN Biosolvomycin Engemycin GEOMYCIN Hydrocyclin Liquamycin injectable Mepatar {LY}
MDL NumberMFCD00135815
PubChem Substance ID354334402
Beilstein Registry Number3853107
EC Number218-161-2
Merck Number6976
Chemical Name Translation盐酸土霉素
Wiswesser Line NotationL E6 C666 BV FV CU GUTTT&J DQ EQ GVZ HQ IN1&1 KQ MQM1 RQ &GH
LabNetwork Molecule IDLN00383089
Reaxys-RN3853107
InChIInChI=1S/C22H24N2O9.ClH/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31);1H/t12-,13-,14+,17+,21-,22+;/m1./s1
Canonical SMILESO[C@@](C(O)=C(C1=O)[C@@]2([H])[C@](O)(C3=CC=CC(O)=C13)C)(C4=O)[C@@]([C@@H](C(O)=C4C(N)=O)N(C)C)([H])[C@H]2O.Cl
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分类

  • {SNA} Analytical Standards,
  • {SNA} Antibacterial, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Chemical Structure Class, Genetic Marker Selection, Interferes with Protein Synthesis, L - Z, Mechanism of Action, Spectrum of Activity, Tetracyclines, 抗生素, 生化试剂
  • {SNA} Analytical Standards, Chromatography, EP Standards, EP Standards N - O, Pharmaceutical Standards,
  • {SNA} Antibact
  • {SNA} Additional Standards, Analytical Standards, Chromatography, Pharmaceutical Secondary Standards, Pharmaceutical Standards, Pharmacopeia Metrological Institutes Standards, Secondary Standards,
  • {SNA} Analyti

产品应用

  • 靠阻止氨基酰-tRNA结合到30S亚单位上抑制蛋白合成。
  • 抗菌谱: 革兰氏阴性和阳性细菌。
  • 耐药性模式: 活性丧失, 核糖体保护, 四环素失活。

相关文献及参考

  • [2]. Pickens LB, et al. Oxytetracycline biosynthesis. J Biol Chem. 2010 Sep 3;285(36):27509-15.
  • [3]. Oguz Guvenmez, et al. A New Treatment Method for Herpes Simplex Virus Type 1-related Skin Lesions. Scientific & Academic. 2019; 8(1): 6-8.
  • ########
  • Merck:13,7046
  • Merck:13,7046 Beilstein: 14,IV,2630
  • [1]. Elia AC, et al. Transferability of oxytetracycline (OTC) from feed to carp muscle and evaluation of the antibiotic effects on antioxidant systems in liver and kidney. Fish Physiol Biochem. 2014 Aug;40(4):1055-68.
  • [1]. Elia AC, et al. Transferability of oxytetracycline (OTC) from feed to carp muscle and evaluation of the antibiotic effects on antioxidant systems in liver and kidney. Fish Physiol Biochem. 2014 Aug;40(4):1055-68.
  • [2]. Pickens LB, et al. Oxytetracycline biosynthesis. J Biol Chem. 2010 Sep 3;285(36):27509-15.
  • [3]. Oguz Guvenmez, et al. A New Treatment Method for Herpes Simplex Virus Type 1-related Skin

安全信息

RTECSQI8225000
WGK Germany2
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Hazard Codes Xn
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
Risk Statements
  • R36 Irritating to eyes 刺激眼睛
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
Storage condition 0-6°C 2-8°C Air & Light Sensitive 密封2-8°C保存。
GHS Symbol
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P308+P313
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H361d Suspected of damaging the unborn child 怀疑对未出生婴儿造成伤害
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
Signal word Warning
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1802 gm/kg/2Y
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Endocrine - tumors
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-315,1987

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 800 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   ARZNAD Arzneimittel-Forschung. Drug Research.  (Editio Cantor Verlag,
   Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.)  V.1-    1951-
   Volume(issue)/page/year: 9,711,1959

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 80 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - convulsions or effect on seizure threshold
   Behavioral - excitement
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 99,234,1950

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 100 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85FZAT "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds.,
   Tokyo, Univ. of Tokyo Press, 1967  Volume(i

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 600 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   ANYAA9 Annals of the New York Academy of Sciences.  (New York Academy of
   Sciences, 2 E. 63rd St., New York, NY 10021)  V.1-    1877-
   Volume(issue)/page/year: 53,245,1950

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSU

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Mammal - species unspecified Lymphocyte
DOSE/DURATION           : 20 mg/L
REFERENCE :
   BIORAK Biochemistry (English Translation).  Translation of BIOHAO.  (Plenum
   Pub. Corp., 233 Spring St., New York, NY 10013)  V.21-    1956-
   Volume(issue)/page/year: 39,587,1974

TYPE OF TEST            : Micronucleus test
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 100 mg/kg/24H (Intermittent)
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 117,193,1983

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 10 mg/L
REFERENCE :
   BIORAK Biochemistry (English Translation).  Translation of BIOHAO.  (Plenum

TYPE OF TEST            : Unscheduled DNA synthesis
TEST SYSTEM             : Mammal - species unspecified Lymphocyte
DOSE/DURATION           : 20 mg/L
REFERENCE :
   BIORAK Biochemistry (English Translation).  Translation of BIOHAO.  (Plenum
   Pub. Corp., 233 Spring St., New York, NY 10013)  V.21-    1956-
   Volume(issue)/page/year: 39,587,1974

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Bacteria - Bacillus subtilis
DOSE/DURATION           : 10 umol/L
REFERENCE :
   BIORAK Biochemistry (English Translation).  Translation of BIOHAO.  (Plenum
   Pub. Corp., 233 Spring St., New York, NY 10013)  V.21-    1956-
   Volume(issue)/page/year: 39,587,1974

TYPE OF TEST            : Specific locus test
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 200 mg/L
REFERENCE :
   EMMUEG Environmental and Molecular Mutagenesis.  (Alan R. Liss, Inc., 41 E.
   11th St., New York, NY 10003)  V.10-    1987-  Volume(issue)/page/year:
   17,

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 12 gm/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive -

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Parenteral
SPECIES OBSERVED        : Human - woman
DOSE                    : 20 mg/kg
SEX/DURATION            : female 20 week(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - abortion
REFERENCE :
   GOBIDS Gynecologic and Obstetric Investigation.  (S. Karger Pub., Inc., 79
   Fifth Ave., New York, NY 10003)  V.9-    1978-  Volume(issue)/page/year:
   26,177,1988

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 11250 mg/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB83-182469

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 21 gm/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Maternal Effects - uterus, cervix, vagina
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB83-151027

Hazard Class9
UN Number 3077
Packing GroupIII

其他信息

  • 用途一:属广谱抗菌素,其抗菌谱、抗菌原理与四环素基本相同
  • 用途三:靠阻止氨基酰-tRNA结合到30S亚单位上抑制蛋白合成。抗菌谱: 革兰氏阴性和阳性细菌。耐药性模式: 活性丧失, 核糖体保护, 四环素失活。
  • 溶解度:>100 g/L水,20 g/L 甲醇。
  • color:yellow
  • 盐酸土霉素价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2010/06/21 301275000 盐酸土霉素 Oxytetracycline hydrochloride , can be used as secondary standard' 500 MG 1766元
  • MOL 文件:2058-46-0.mol
  • 用途二:主要对于革兰阳性菌和脑膜炎球菌、淋病球菌等革兰阴性菌具有抗菌活性
  • MSDS 信息:Oxytetracycline hydrochloride(2058-46-0).msds
  • 上游原料:盐酸 --> 甲醇 --> 硫酸 --> 活性炭 --> 土霉素
  • Sigma Aldrich:2058-46-0(sigmaaldrich)
  • Acros Organics:盐酸土霉素 Oxytetracycline hydrochloride, can be used as secondary standard'(2058-46-0)
  • F:8-10-23

系列性分类


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