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Pipacycline, also known as mepicycline, is a semi-synthetic tetracycline antibiotic derived from the natural antibiotic tetracycline. It is formed by a Mannich condensation of formaldehyde and 4-hydroxyethylpiperazine with tetracycline, resulting in the substitution of a hydrogen attached to the amide nitrogen by a 4-[(2-hydroxyethyl)piperazin-1-yl]methyl group. The introduction of the piperazine group improves the bioavailability of the drug, and Mannich bases are considered pro-drugs, as they convert back to the parent compound. Pipacycline is not extensively cited in the literature, but it has been used commercially in combination with penicillin V for parenteral use (penimepicycline).

1110-80-1

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1110-80-1 Usage

Uses

Used in Pharmaceutical Industry:
Pipacycline is used as a semi-synthetic tetracycline antibiotic for treating various bacterial infections. The improved bioavailability due to the piperazine group enhances its effectiveness in combating infections caused by susceptible bacteria.
Used in Combination Therapy:
Pipacycline is used as a component in combination therapy with penicillin V, forming penimepicycline. This combination is utilized for parenteral use, providing a broader spectrum of activity against bacteria and potentially reducing the likelihood of resistance development.

Originator

Sieromicin,Sierochimica,Italy,1962

Manufacturing Process

1.55 g p-formaldehyde were added to a solution of 7 g N-(β-hydroxyethyl)- diethylene diamine in 150 cc isopropanol and the whole was heated to 60°C for 30 minutes, to obtain complete dissolution; after cooling the solution to 40°C, 22.2 g of anhydrous tetracycline base were added as a fine powder and the reaction was allowed to proceed for 3 hours with agitation and while passing through a current of dry nitrogen; the solution was then filtered on a Buchner funnel and the filter cake was washed twice with 20 cc isopropanol; the crystalline cake was resuspended in 100 cc anhydrous ether, again filtered and washed 3 times with 50 cc anhydrous ether; finally, it was dried in vacuo and 28.6 g of product were obtained, namely a yield of 98%. The characteristics of this product are as follows. It is a pale yellow, nonodorous, slightly bitter, crystalline powder, very soluble in water (>1.5 g/cc), soluble in methanol and formamide, slightly soluble in ethanol and isopropanol, insoluble in ether, benzene and chloroform; MP 162° to 163°C with decomposition (uncorrected).

Therapeutic Function

Antimicrobial

Check Digit Verification of cas no

The CAS Registry Mumber 1110-80-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,1 and 0 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1110-80:
(6*1)+(5*1)+(4*1)+(3*0)+(2*8)+(1*0)=31
31 % 10 = 1
So 1110-80-1 is a valid CAS Registry Number.
InChI:InChI=1/C29H38N4O9/c1-28(41)15-5-4-6-18(35)19(15)23(36)20-16(28)13-17-22(31(2)3)24(37)21(26(39)29(17,42)25(20)38)27(40)30-14-33-9-7-32(8-10-33)11-12-34/h4-6,16-17,22,30,34-36,40-42H,7-14H2,1-3H3/b27-21-

1110-80-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name pipacycline

1.2 Other means of identification

Product number -
Other names Sieromicin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1110-80-1 SDS

1110-80-1Upstream product

1110-80-1Downstream Products

1110-80-1Relevant academic research and scientific papers

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