Basic information
- Standard SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)O.CCN(CC)CCOC(=O)c1ccc(N)cc1.O- InChIKey
KZDCMKVLEYCGQX-UDPGNSCCSA-N- Molecular formula
- C29H40N4O7S
- Average molar mass
- 588.7 g/mol
- Monoisotopic mass
- 588.26177062
Names & identifiers
- Preferred name
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-(2S,5R,6R)-, compd. with 2-(diethylamino)ethyl 4-aminobenzoate, hydrate (1:1:1)
- IUPAC
- 2-(diethylamino)ethyl 4-aminobenzoate;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;hydrate
- English name
- Procaine penicilline G hydrate
- Molecular formula
- C29H38N4O6S
- Molecular weight
- 570.71
Names & synonyms
Show more names
Database identifiers
- CAS
6130-64-9- PubChem CID
- 22502
- DTXSID
DTXSID40210207- ChEMBL
CHEMBL1200936- UNII
- 17R794ESYN
- EC Number
- 612-112-2
Properties
Computed structural properties
- Topological polar surface area
- 169 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 11
- Heavy atoms
- 41
- Formal charge
- 0
- Complexity
- 752
Physicochemical properties
- Melting point
- 106 · 106-110° (with decompn)
- Density
- 1.255 · 1.255-1.256
- storage temp.
- Refrigerator
- solubility
- Slightly soluble in water, sparingly soluble in ethanol (96 per cent).
- form
- Solid
- color
- White to Off-White
- Major Application
- pharmaceutical (small molecule)
- InChIKey
- WHRVRSCEWKLAHX-RLWRCNEPNA-N
- SMILES
- C(C1C=CC(N)=CC=1)(=O)OCCN(CC)CC.C([C@H]1C(S[C@]2([H])[C@H](NC(=O)CC3C=CC=CC=3)C(=O)N12)(C)C)(=O)O |&1:18,21,23,r|
- CAS DataBase Reference
- 6130 · 6130-64-9(CAS DataBase Reference)
- FDA UNII
- 17 R794ESYN · 17R794ESYN
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 317 · H317
- Precautionary statements
- 280 · P280-P302+P352
- Hazard Codes
- Xn
- Risk Statements
- 42 · 42/43
- Safety Statements
- 36 · 36
- WGK Germany
- 1 · WGK 1
- RTECS
- 9450000 · XH9450000
- HS Code
- 2941102000 · 2941102000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 1 · Skin Sens. 1
- Toxicity
- 50 s.c · LD50 s.c. in mice: 2.3 g/kg (Soehring)
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 0.6% (1 of 156) of reports.
Danger
H317 (99.4%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 156 reports by companies from 5 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 2-(diethylamino)ethyl 4-aminobenzoate (1:1), monohydrate: Environment tier I assessment
Toxicology
Adverse Effects
Many of the most harmful adverse effects of procaine penicillin occur in the setting of inadvertent intravascular administration. These include cardiac conduction disturbance and neurologic sequelae, including tonic-clonic seizure, as well as permanent neurovascular damage in the form of conditions such as transverse myelitis and gangrene requiring digital and even proximal extremity amputation. Other adverse events noted have included necrosis and sloughing at the injection site and transient psychiatric disturbance. The latter is most often observed when administering very high doses, such as 4.8 million IM units. A syndrome related to procaine known as Hoigne syndrome has been described to include confusion, combativeness, seizures, anxiety, and a sense of impending death. Hoigne syndrome symptoms last 15 to 30 minutes with resolution as the natural course. Treatment centers on symptomatic control.
Safety data
- wgk
- WGK 1
- rtecs
- XH9450000
- hs_code
- 2941102000
- Toxicity
- LD50 s.c. in mice: 2.3 g/kg (Soehring)
- risk_code
- 42/43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- Hazard Classifications
- Skin Sens. 1
- Precautionary statements
- P280-P302+P352
Chemistry & industry
Applications
DescriptionBenzylpenicillin procaine was developed as a dilatorily acting benzylpenicillin, only slightly soluble in water. It has been used with peanut oil or carboxymethylcellulose as an oil suspension or an aqueous suspension, respectively .
UsesProcaine Penicillin G is a composed of the β-lactam antibiotic of Penicillin G and the sodium channel blocker Procaine. As an antibiotic, Penicillin G is noted to posses effectiveness mainly against gram-positive organisms. Procaine Penicillin G is used a growth stimulant for poultry.
UsesProcaine penicilline G hydrate is a composed of the β-lactam antibiotic of Penicillin G and the sodium channel blocker Procaine. As an antibiotic, Penicillin G is noted to posses effectiveness mainly against gram-positive organisms. Procaine Penicillin G is used a growth stimulant for poultry.
Suppliers50 total
Related reactions
Linked notes
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