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APALCILLIN

APALCILLIN Structure
APALCILLIN structure
CAS No.
63469-19-2
Chemical Name:
APALCILLIN
Synonyms
Lumota;APALCILLIN;Apalcilina;Apalcilline;APALCILLIN USP/EP/BP;5-alpha,6-beta(s*)))-ph;Apalcilina [inn-spanish];3-dimethyl-7-oxo-hyridin-3-yl)carbonyl)amino)phenylacetyl)amino)-(2s-(2-al;4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,6-(((((4-hydroxy-1,5-napht;(6R)-6-((R)-2-(4-Hydroxy-1,5-naphthyridin-3-carboxamido)-2-phenylacetamido)penicillansaeure
CBNumber:
CB7151479
Molecular Formula:
C25H23N5O6S
Molecular Weight:
521.54
MDL Number:
MFCD00865061
MOL File:
63469-19-2.mol
MSDS File:
SDS
Last updated:2023-05-04 17:34:40
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APALCILLIN Properties

FDA UNII 3373RT9U7A

APALCILLIN price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation API0016576 APALCILLIN 95.00% 63469-19-2 5MG $497.98 2021-12-16 Buy
Product number Packaging Price Buy
API0016576 5MG $497.98 Buy

APALCILLIN Chemical Properties,Uses,Production

Originator

Lumota,Thomae,W. Germany,1982

Uses

Antibacterial.

Definition

ChEBI: Apalcillin is a penicillin and a 1,5-naphthyridine derivative. It is a conjugate acid of an apalcillin(1-).

Manufacturing Process

(a) Preparation of 6-D-α-aminobenzylpenicillin phenacyl ester: To a suspension of phenacyl 6-aminopenicillanate hydrochloride (1.85 g) and Dphenylglycyl chloride hydrochloride (1.29 g) in dichloromethane (20 ml), sodium bicarbonate (1.05 g) was added, and the resultant mixture was stirred while cooling with ice for 6 hours. The reaction mixture was filtered to eliminate the by-produced sodium chloride. The filtrate was admixed with isopropanol and concentrated under reduced pressure by the aid of a rotary evaporator. After the evaporation of dichloromethane, the precipitate was collected by filtration to give the objective compound in the form of the hydrochloride (2.19 g) MP 142° to 148°C (decomposition).
(b) Preparation of D-α-(4-hydroxy-1,5-naphthyridine-3- carbonamido)benzylpenicillin: To a solution of 6-D-α-aminobenzylpenicillin phenacyl ester (hydrochloride) (2.01 g) and triethylamine (0.808 g) in dimethylformamide (20 ml), 4-hydroxy-1,5-naphthyridine-3-carboxylic acid Nsuccinimide ester [MP 310° to 311°C (decomposition)] (1.15 g) was added while cooling with ice, and the resultant mixture was stirred for 1 hour. Stirring was further continued at room temperature for 2 hours. After cooling with ice, 1% sodium bicarbonate solution (100 ml) was added thereto. The precipitated crystals were collected by filtration, washed with water and dried over phosphorus pentoxide to give D-(α-4-hydroxy-1,5-naphthyridine-3- carboxamido)benzylpenicillin phenacyl ester (2.17 g).
The above product was dissolved in dimethylformamide (65 ml), sodium thiophenoxide (0.89 g) was added thereto, and the resultant mixture was stirred at room temperature for 1 hour. To the resultant mixture, acetone (650 ml) was added, and the separated crystals were collected by filtration and washed with acetone and ether in order to give the objective compound in the form of the sodium salt (1.3 g).
In the above procedure, the use of 4-hydroxy-1,5-naphthyridine-3-carbonyl chloride in place of 4-hydroxy-1,5-naphthyridine-3-carboxylic acid Nsuccinimide ester can also afford the same objective compound as above. The use of sodium thio-n-propoxide in place of sodium thiophenoxide can also give the objective compound in the form of the sodium salt.

Therapeutic Function

Antibacterial

Antimicrobial activity

A semisynthetic acylaminopenicillin supplied as the sodium salt for parenteral administration. The antibacterial spectrum and toxicity profile are similar to those of the acylureidopenicillins. It is relatively labile to many β-lactamases, including the common TEM plasmid-mediated enzyme. It has very limited commercial availability.

APALCILLIN Preparation Products And Raw materials

Raw materials

SODIUM THIOPHENOXIDE (R)-(-)-2-Phenylglycine chloride hydrochloride Triethylamine Sodium bicarbonate

Preparation Products

APALCILLIN Suppliers

Global( 12)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9342 55
Shaanxi Dideu Medichem Co. Ltd 		+86-029-81138252 +86-18789408387 1057@dideu.com China 3253 58
Shaanxi Dideu Medichem Co. Ltd 		+86-029-89586680 +86-18192503167 1026@dideu.com China 9126 58
Dideu Industries Group Limited 		+86-29-89586680 +86-15129568250 1026@dideu.com China 28761 58
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12338 58
Supplier Advantage
Henan Tianfu Chemical Co.,Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55
Shaanxi Dideu Medichem Co. Ltd 		58
Shaanxi Dideu Medichem Co. Ltd 		58
Dideu Industries Group Limited 		58
Beijing HuaMeiHuLiBiological Chemical 58

View Lastest Price from APALCILLIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
APALCILLIN USP/EP/BP pictures 2021-06-25 APALCILLIN USP/EP/BP
63469-19-2
 US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Apalcillin pictures 2020-05-10 Apalcillin
63469-19-2
 US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
  • Apalcillin pictures
  • Apalcillin
    63469-19-2
  • US $1.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd

63469-19-2(APALCILLIN)Related Search:

apalcillin sodium Ampicillin 1,5-NAPHTHYRIDINE 3-Pyridinecarboxamide,4-hydroxy-(9CI) APALCILLIN
4-Hydroxy-1,5-naphthyridine SG 1842

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3-dimethyl-7-oxo-hyridin-3-yl)carbonyl)amino)phenylacetyl)amino)-(2s-(2-al 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,6-(((((4-hydroxy-1,5-napht 5-alpha,6-beta(s*)))-ph APALCILLIN (2S,5R,6R)-6α-[[(R)-(4-Hydroxypyrido[3,2-b]pyridin-3-ylcarbonylamino)phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid 6α-[(R)-2-[(4-Hydroxy-1,5-naphthyridin-3-yl)carbonylamino]-2-phenylacetylamino]penicillanic acid (2S,5R,6R)-6-((R)-2-(4-Hydroxy-1,5-naphthyridin-3-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-5-thia-1-azabicyclo(3.2.0)heptan-2-carbonsaeure (2S,5R,6R)-6-((R)-2-(4-Hydroxy-1,5-naphthyridin-3-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-5-thia-1-azabicyclo(3.2.0)heptan-2-carboxylic acid (6R)-6-((R)-2-(4-Hydroxy-1,5-naphthyridin-3-carboxamido)-2-phenylacetamido)penicillansaeure 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((((4-hydroxy-1,5-naphthyridin-3-yl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2-alpha,5-alpha,6-beta(S*)))- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2R)-(((4-hydroxy-1,5-naphthyridin-3-yl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S,5R,6R)- Apalcilina Apalcilina [inn-spanish] Apalcilline Lumota 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-[[(4-hydroxy-1,5-naphthyridin-3-yl)carbonyl]amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- APALCILLIN USP/EP/BP 63469-19-2 C25H23N5O6S