Benzathine penicillin

C32H38N4O4SCAS 1538-09-6574.74 g/mol

Open in Covalent MOL file
SNHOONOOHHNNH
AmideCarboxylic acidLactamSecondary amineSulfide

Properties

Molecular formula
C32H38N4O4S
Molar mass
574.74 g/mol
Exact mass
574.2614 Da
Melting point
123–124 °C
logP
4.27Crippen estimate
Polar surface area
114.3 Ų
H-bond donors / acceptors
4 / 6
Rotatable bonds
11
Stereocentres
R, R, Sin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

Search the SDS library

Identifiers

CAS number
1538-09-6
SMILES
CC1(C)S[C@@H]2[C@H](N=C(O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)O.c1ccc(CNCCNCc2ccccc2)cc1
InChIKey
JTFXYBGKLCCFSP-LQDWTQKMSA-N
InChI
InChI=1S/C16H18N2O4S.C16H20N2/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,17-18H,11-14H2/t11-,12+,14-;/m1./s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

57 names · show all
  • 4-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)
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-, compd. with N,N′-dibenzylethylenediamine (2:1)
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- [2S-(2α,5α,6β)]-, compd. with N,N′-bis(phenylmethyl)-1,2-ethanediamine (2:1)
  • Penicillin G, N,N′-dibenzylethylenediamine salt
  • 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)
  • Ethylenediamine, N,N′-dibenzyl-, bis[3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate]
  • 1,2-Ethanediamine, N,N′-bis(phenylmethyl)-, bis[[2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate]
  • 1,2-Ethanediamine, N,N′-bis(phenylmethyl)-, bis[(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate]
  • Benzathine benzylpenicillin
  • Benzathine penicillin G
  • Benzethacil
  • Benzylpenicillin dibenzylethylenediamine salt
  • Bicillin
  • Cepacilina
  • Cillenta
  • Debecillin
  • Debecylina
  • Diamine penicillin
  • Dibencil
  • Dibencillin
  • N,N′-Dibenzylethylenediamine bis[benzyl penicillin]
  • N,N′-Dibenzylethylenediamine salt of benzylpenicillin
  • Duropenin
  • Ethylenediamine, N,N′-dibenzyl-, compd. with penicillin G (1:2)
  • Extenicilline
  • Longacilina
  • Longicil
  • Neolin
  • Penadur
  • Pendepon
  • Pen-di-ben
  • Penditan
  • Penduran
  • Penicillin G, compd. with N,N′-dibenzylethylenediamine (2:1)
  • Penidural
  • Penidure
  • Permapen
  • Tardocillin
  • Benzacillin
  • Moldamin
  • Dibenzylethylenediamine dipenicillin G
  • Beacillin
  • Megacillin suspension
  • Lentopenil
  • Vicin
  • Extencilline
  • Bica-penicillin
  • Benzylpenicillin benzathine
  • Benzapen
  • Bicillin I
  • Bicillin 1
  • Strepdipen-suspension
  • Benzylpenicillin N,N′-dibenzylethylenediamine salt
  • Bicillin L-A
  • Benepen
  • Penicom 12
  • Bicillin G

Work with Benzathine penicillin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Penicillin G61-33-6Free acid Benzathine140-28-3Free base Penicillin G procaine54-35-3Salt Penicillin G potassium113-98-4Salt Penicillin G sodium69-57-8Salt Cloxacillin benzathine23736-58-5Salt Benzylpenicillin procaine monohydrate6130-64-9Salt N,N′-Dibenzylethylenediamine diacetate122-75-8Salt Cephapirin benzathine97468-37-6Salt

Similar compounds

Carbenicillin4697-36-358 % similar Ampicillin69-53-457 % similar Ampicillin trihydrate7177-48-254 % similar Azlocillin37091-66-051 % similar Amoxicillin26787-78-049 % similar Ticarcillin34787-01-449 % similar Amoxicillin trihydrate61336-70-747 % similar Piperacillin61477-96-147 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook