Basic information
- CAS
751-84-8- Standard SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)O.c1ccc(CCNCc2ccccc2)cc1- InChIKey
JAQPGQYDZJZOIN-LQDWTQKMSA-N- Molecular formula
- C31H35N3O4S
- Average molar mass
- 545.7 g/mol
- Monoisotopic mass
- 545.23482778
Overview
Benethamine Penicillin is the benethamine salt of penicillin G, a member of the penicillin antibiotic family with broad-spectrum bactericidal activity. Penicillin G binds to and inactivates penicillin-binding proteins (PBPs), enzymes located on the inner membrane of the bacterial cell wall, resulting in the weakening of the bacterial cell wall and cell lysis. PBPs participate in the terminal stages of assembling the bacterial cell wall, and in reshaping the cell wall during cell division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity.
Names & identifiers
- Preferred name
- Benethamine Penicillin
- IUPAC
- N-benzyl-2-phenylethanamine;(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
- benethamine penicillin
- Molecular formula
- C16H18N2O4S.C15H17N
- Molecular weight
- 545.701
Names & synonyms
Benethamine penicillinBenetacil751-84-8Benethamine penicillin GPenicillin G benethamineO3S7RWT8R5Benzylpenicillin salt of N-benzylphenethylamineDTXSID10226072TriplopenRefChem:116984DTXCID10148563212-029-8
Show more names
BENETHAMINE-PENICLLINBenzylpenicillin BenethamineBENETHAMINE PENICILLIN USP/EP/BP2-phenyl-N-(phenylmethyl)ethanamine(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylethanoylamino)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid(2S,5R,6R)-7-keto-3,3-dimethyl-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(phenylacetyl)amino- (2S,5R,6R)-, compd. with N-(phenylmethyl)benzeneethanamine (1:1)
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))-, compd. with N-(phenylmethyl)benzeneethanamine (1:1)CHEBI:52151penicilina-benetaminaBenethamine penicillineBenapenBenetolinBetapenPenicillinbenethaminum
Properties
Computed structural properties
- Topological polar surface area
- 124 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 9
- Heavy atoms
- 39
- Formal charge
- 0
- Complexity
- 696
Experimental & physicochemical properties
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Physicochemical properties
- Melting point
- 146 · 146-147°
- Density
- 1.0996 · 1.0996 (rough estimate)
- refractive index
- 1.632 · 1.6320 (estimate)
- color
- Crystals
- FDA UNII
- 3 S7RWT8R5 · O3S7RWT8R5
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
- Hazard statements
- 334 · H334
- Precautionary statements
- 261 · P261-P285-P304+P341-P342+P311-P501
- Toxicity
- 50 ivn-rat: · LD50 ivn-rat: 122 mg/kg ANTCAO 5, 152,55
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
Danger
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P319, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 56 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationPenicillin benethamine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP 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-(phenylmethyl)benzeneethanamine (1:1): Environment tier I assessment
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Safety data
- Toxicity
- LD50 ivn-rat: 122 mg/kg ANTCAO 5, 152,55
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Hazard statements
- H334
- Precautionary statements
- P261-P285-P304+P341-P342+P311-P501
Chemistry & industry
Pharmacology
ATC CodeQJ - Antiinfectives for systemic use
Suppliers2 total
WATERSTONE[email protected]
宝欧信特生物科技（苏州）有限公司51288865780 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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