ChemicalBook > CAS DataBase List > APALCILLIN

APALCILLIN

Product Name
APALCILLIN
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
Formula Weight
521.54
MOL File
63469-19-2.mol
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
API0016576
Product name
APALCILLIN
Purity
95.00%
Packaging
5MG
Price
$497.98
Updated
2021/12/16
More
Less

APALCILLIN Chemical Properties,Usage,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

Preparation Products

More
Less

APALCILLIN Suppliers

Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12338
Advantage
58
Dideu Industries Group Limited
Tel
+86-29-89586680 +86-15129568250
Email
1026@dideu.com
Country
China
ProdList
29831
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-029-89586680 +86-18192503167
Fax
+86-29-88380327
Email
1026@dideu.com
Country
China
ProdList
9802
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-029-81138252 +86-18789408387
Fax
029-88380327
Email
1057@dideu.com
Country
China
ProdList
3979
Advantage
58
Henan Tianfu Chemical Co.,Ltd.
Tel
+86-0371-55170693 +86-19937530512
Fax
0371-55170693
Email
info@tianfuchem.com
Country
China
ProdList
21700
Advantage
55
Hangzhou FandaChem Co.,Ltd.
Tel
008657128800458; +8615858145714
Fax
+86-571-56059825
Email
fandachem@gmail.com
Country
China
ProdList
9354
Advantage
55
More
Less

View Lastest Price from APALCILLIN manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Apalcillin 63469-19-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-09
Dideu Industries Group Limited
Product
APALCILLIN 63469-19-2
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-24

63469-19-2, APALCILLINRelated Search:


  • 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