Basic information
- CAS
1538-09-6- Standard SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)O.CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)O.c1ccc(CNCCNCc2ccccc2)cc1- InChIKey
BVGLIYRKPOITBQ-ANPZCEIESA-N- Molecular formula
- C48H56N6O8S2
- Average molar mass
- 909.1 g/mol
- Monoisotopic mass
- 908.36010511
Overview
See also: Penicillin G (has active moiety); Penicillin G benzathine (USP) (annotation moved to).
Names & identifiers
- Preferred name
- Penicillin G Benzathine Anhydrous
- IUPAC
- N,N'-dibenzylethane-1,2-diamine;bis((2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)
- English name
- Benzathine benzylpenicillin
- Molecular formula
- C48H56N6O8S2
- Molecular weight
- 909.12
Names & synonyms
benzylpenicillin benzathineDebecillinLeomypenBENZATHINE PENICILLIN Gpenicillin G benzathine anhydrousBenzacillinBenzethacilLentocillinLongacilinaBenzapenCillentaDuropenin
Show more names
Penicillin G BenzathinbicillinBENZATHINE PENICILLINpermapenBenzathine Pencillin Gdibencil
LongicilMoldaminPenadurPendeponPenditanPenidureWycillinaNeolin
Database identifiers
- CAS
1538-09-6- PubChem CID
- 15232
- DTXSID
DTXSID2047804- ChEMBL
CHEMBL3182097- UNII
- SSZ1S4I0US
- EC Number
- 216-260-5
Properties
Computed structural properties
- Topological polar surface area
- 248 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 15
- Heavy atoms
- 64
- Formal charge
- 0
- Complexity
- 701
Experimental & physicochemical properties
Human Drugs
Breast Feeding; Lactation; Milk, Human; Anti-Infective Agents; Antibacterial Agents; Penicillins
Access group antibiotics
Physicochemical properties
- Melting point
- 123 · 123-124°
- alpha
- 25 · D25 +206° (c = 0.105 in formamide)
- solubility
- Very slightly soluble in water, freely soluble in dimethylformamide and in formamide, slightly soluble in ethanol (96 per cent).
- form
- Solid
- color
- Crystals
- InChIKey
- BVGLIYRKPOITBQ-XZDSLLPONA-N
- CAS DataBase Reference
- 1538 · 1538-09-6
- FDA UNII
- 1 S4I0US · SSZ1S4I0US
- ATC code
- 1 CE08 · J01CE08
- EPA Substance Registry System
- 4 · 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-, compd. with N,N'-bis(phenylmethyl)-1,2-ethanediamine (2:1) (1538-09-6)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1% (1 of 99) of reports.
Danger
H302 (98%): Harmful if swallowed [Warning Acute toxicity, oral]
P233, P260, P264, P270, P271, P284, P301+P317, P304+P340, P330, P342+P316, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 99 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety Information
IMAP assessments - 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- [2S-(2.alpha.,5.alpha.,6.beta.)]-, compound with N,N'-bis(phenylmethyl)-1,2-ethanediamine (2:1): Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (98%)
Toxicology
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- XH9425000
- Toxicity
- LD50 orl-mus: 2000 mg/kg NIIRDN 6,774,82
- risk_code
- 22-42/43
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
Chemistry & industry
Pharmacology
ATC Code
J01CE08
J - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
J01CE08
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Uses & manufacturing
General Manufacturing Information4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, compd. with N1,N2-bis(phenylmethyl)-1,2-ethanediamine (2:1): INACTIVE
Applications
DescriptionBenzathine penicillin and procaine penicillin is an antibiotic that fights bacteria in your body. Benzathine penicillin and procaine penicillin is used to treat many different types of severe infections, including strep and staph infections, diphtheria, meningitis, gonorrhea, and syphilis. It is also used to prevent rheumatic fever. It is given by injection into a muscle. Belonging to a penicillin-class drug, its mechanism of action is inhibiting the cell wall synthesis of bacteria, further killing bacteria.
UsesThe benzathine salt of penicillin G, an antibiotic used in the treatment of various bacterial infections, including Staphylococcus aureus.
UsesBenzathine benzylpenicillin is used as a Penicillin antibacterial.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…