Introduction：Basic information about CAS 551-16-6|6-Aminopenicillanic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 6-Aminopenicillanic acid |
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| CAS Number | 551-16-6 | Molecular Weight | 216.258 |
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| Density | 1.5±0.1 g/cm3 | Boiling Point | 460.2±45.0 °C at 760 mmHg |
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| Molecular Formula | C8H12N2O3S | Melting Point | 198-200 °C (dec.)(lit.) |
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| MSDS | USA | Flash Point | 232.1±28.7 °C |
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Names
| Name | 6-aminopenicillanic acid |
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| Synonym | More Synonyms |
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6-Aminopenicillanic acid BiologicalActivity
| Description | 6-Aminopenicillanic acid (6-APA) is an important precursor for the synthesis of -lactam antibiotics. 6-Aminopenicillanic acid is the main product of Penicillin G (PenG) hydrolyzed by penicillin acylase (PA)[1]. |
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| Related Catalog | Research Areas >>InfectionSignaling Pathways >>Anti-infection >>Bacterial |
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| References | [1]. Lucie Vobecká, et al. Optimization of Aqueous Two-Phase Systems for the Production of 6-aminopenicillanic Acid in Integrated Microfluidic Reactors-Separators. N Biotechnol. 2018 Dec 25;47:73-79. |
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Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
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| Boiling Point | 460.2±45.0 °C at 760 mmHg |
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| Melting Point | 198-200 °C (dec.)(lit.) |
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| Molecular Formula | C8H12N2O3S |
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| Molecular Weight | 216.258 |
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| Flash Point | 232.1±28.7 °C |
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| Exact Mass | 216.056870 |
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| PSA | 108.93000 |
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| LogP | -0.36 |
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| Vapour Pressure | 0.0±2.4 mmHg at 25°C |
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| Index of Refraction | 1.656 |
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| InChIKey | NGHVIOIJCVXTGV-ALEPSDHESA-N |
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| SMILES | CC1(C)SC2C(N)C(=O)N2C1C(=O)O |
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| Storage condition | 2~8°C |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- XH8225000
- CHEMICAL NAME :
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-
- CAS REGISTRY NUMBER :
- 551-16-6
- LAST UPDATED :
- 199701
- DATA ITEMS CITED :
- 5
- MOLECULAR FORMULA :
- C8-H12-N2-O3-S
- MOLECULAR WEIGHT :
- 216.28
- WISWESSER LINE NOTATION :
- T45 ANV ESTJ CZ F1 F1 GVQ
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >1 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD691-490 ** TUMORIGENIC DATA **
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2600 mg/kg/65W-I
- TOXIC EFFECTS :
- Tumorigenic - equivocal tumorigenic agent by RTECS criteria Tumorigenic - tumors at site of application
- REFERENCE :
- BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year: 19,392,1965 *** REVIEWS *** TOXICOLOGY REVIEW 22HAAD "Microbial Toxins, 1970-72," Ajil, S.J., et al., eds., New York, Academic Press, Inc., 1970-72 Volume(issue)/page/year: 6,409,1971 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 0.4 mg/m3;Skin JAN 1993
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Safety Information
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Faceshields;Gloves |
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| Hazard Codes | Xn:Harmful; |
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| Risk Phrases | R42/43 |
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| Safety Phrases | S22-S36/37-S45-S37-S24 |
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| RIDADR | NONH for all modes of transport |
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| WGK Germany | 2 |
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| RTECS | XH8225000 |
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| HS Code | 2941109300 |
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Customs
| HS Code | 2941109300 |
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| Summary | 2941109300. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:Q(report of inspection of soundness on import medicines). MFN tariff:4.0%. General tariff:20.0% |
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Articles27
More Articles
| Enhanced production of 6-aminopenicillanic acid in aqueous methyl isobutyl ketone system with immobilized penicillin G acylase. Prep Biochem Biotechnol. 40(1) , 38-45, (2010) Enzymatic hydrolysis of penicillin G for production of 6-amino-penicillanic-acid (6-APA) was achieved by using penicillin G acylase as catalyst in an aqueous-methylisobutyl ketone (MIBK) system. The o... | |
| Monitoring bioreactors using principal component analysis: production of penicillin G acylase as a case study. Bioprocess Biosyst. Eng. 33(5) , 557-64, (2010) The complexity of biological processes often makes impractical the development of detailed, structured phenomenological models of the cultivation of microorganisms in bioreactors. In this context, dat... | |
| Synthesis and biological evaluation of penem inhibitors of bacterial signal peptidase. Bioorg. Med. Chem. Lett. 19(14) , 3787-90, (2009) We report the first synthesis of a 5S penem, known to bind bacterial type I signal peptidase, from the commercially available and inexpensive 6-aminopenicillanic acid. We report the first in vivo acti... | |
Synonyms
| [2S-(2a,5a,6b)]-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid |
| EINECS 208-993-4 |
| 6-aps |
| 6-AMINO PENICILLINIC ACID |
| 6-Aminopenicillanic acid |
| penicin |
| 6-Aminopenicillansure |
| 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, (2S,5R,6R)- |
| aminopenicillanicacid |
| MFCD00005176 |
| 6-APA |
| 6b-Aminopenicillanic Acid |
| (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| Amoxicillin Impurity 1 |
