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)

HCID 22502CAS 6130-64-9

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

6130-64-9CrysticillinDuracillinBactracillin GPenicillin G procaine [USP]Penicillin G procaine (USP)DTXSID402102074-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)RefChem:1071626DTXCID00132698Procaine penicillinProcaine penicillin G hydrate
Show more names
Penicillin G procaine salt hydrate,Benzylpenicillin procaine salt, Procaine penicilline G hydrateD02461mylipenneoprocwycillinafsillinkabipeninpen-fiftycilicaine
Procaine penicillin G monohydratePenicillin G procaine hydrateProcaine penicilline G hydratePenicillin 100Benzylpenicillin procaine monohydrateBenzoic acid, 4-amino-, 2-(diethylamino)ethyl ester, mono((2S,5R,6R)-3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate), monohydratePenicillin G procaine (hydrate)Despacilina

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

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

Safety & regulation

GHS classification

GHS Classification · 5 items

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 · 1 item

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

Hazard Classes and CategoriesSkin Sens. 1 (99.4%)

Toxicology

Adverse Effects · 1 item

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

Chemistry & industry

Applications · 3 items

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

国药集团化学试剂有限公司86-21-63210123 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
南京望知星医药科技有限公司18569809817 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]

Related reactions

2 records

Linked notes

Loading…

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) (HCID 22502)|Huagongshe