 Home > Encyclopedia > 6-Aminopenicillanic acid

6-Aminopenicillanic acid

6-Aminopenicillanic acid structure

CAS No:
551-16-6
Formula:
C8H12N2O3S
Chemical Name:
6-Aminopenicillanic acid
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-amino-3,3-dimethyl-7-oxo-,(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-amino-3,3-dimethyl-7-oxo-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-amino-3,3-dimethyl-7-oxo-,[2S-(2α,5α,6β)]-;(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;6-APA;6-Aminopenicillanic acid;6-APS;6β-Aminopenicillanic acid;NSC 50071;(+)-6-Aminopenicillanic acid;1782955-12-7
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

WHITE TO CREAM FINE POWDER

6-aminopenicillanic acid is a penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and pharmacologic characteristics. It has a role as an allergen. It derives from a penicillanic acid. It is a conjugate base of a 6-aminopenicillanate. It is a tautomer of a 6-aminopenicillanic acid zwitterion.

6-Aminopenicillanic acid Basic Attributes

Molecular Weight：

216.26

Exact Mass：

216.26

BRN：

15080

EC Number：

208-993-4

UNII：

QR0C4R7XVN

DSSTox ID：

DTXSID7046097

HScode：

29349990

Characteristics

PSA：

109

XLogP3：

-2.1

Appearance：

White to cream Fine Powder

Density：

1.5±0.1 g/cm3

Melting Point：

208-209 °C (decomp)

Boiling Point：

460.2°C at 760 mmHg

Flash Point：

232.1±28.7 °C

Refractive Index：

1.656

Water Solubility：

soluble in water and hydrochoric acid.

Storage Conditions：

2-8°C

Specific rotation：

276.3 º (c=1.2, 0.1N HCl 22 ºC)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

42/43

safety instructions：

22-36/37-45-37-24-36

RTECS Number：

XH8225000

Marks：

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261, P264, P270, P271, P272, P280, P285, P301+P312, P302+P352, P304+P340, P304+P341, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P342+P311, P362, P363, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Danger|H315 (16.67%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P272, P280, P285, P302+P352, P304+P341, P305+P351+P338, P321, P332+P313, P333+P313, P337+P313, P342+P311, P362, P363, and P501|Aggregated GHS information provided by 72 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

6-aminopenicillanic acid

6-Aminopenicillanic acid Use and Manufacturing

Methods of Manufacturing

There are solid-phase enzyme method and chemical cleavage method. The chemical cracking method uses penicillin G potassium salt as the raw material, which is condensed, chlorinated, and etherified to obtain bisimine ether: Then, the bisimine ether is added to 0°C distilled water, and the temperature is reduced to -13±1°C for 20min. Ammonia water (with seed crystals in the middle), after the addition, control the temperature 13-15 ℃, add ammonium bicarbonate to adjust the pH to 4.1 for 20min, filter, wash with acetone, and dry to obtain 6-APA.

Uses

(+)-6-Aminopenicillanic Acid is the core structure in penicillins, obtained from the fermentation brew of the Penicillium mold. (+)-6-Aminopenicillanic Acid is used as the main starting block for the preparation of numerous semisynthetic penicillins.

Manufacturing Info：

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, (2S,5R,6R)-: INACTIVE

Computed Properties

Molecular Weight:216.26
XLogP3:-2.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:216.05686342
Monoisotopic Mass:216.05686342
Topological Polar Surface Area:109
Heavy Atom Count:14
Complexity:318
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Ammonium bicarbonate

Ampicillin trihydrate

Downstream Products

Ampicillin

Price Analysis

Make your 6-Aminopenicillanic acid purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on 6-Aminopenicillanic acid prices .

Recommended Suppliers of 6-Aminopenicillanic acid

SHANHAI YUKING+POVIDONE Contact Supplier

CN
4 YRS

Business licensed

Trader Supplier of EXCIPIENTS,POVIDONE,AMINO ACIDS,API,VITAMINS

6-Aminopenicillanic acid CAS NO.: 551-16-6

CAS No.: 551-16-6

Grade: Pharmaceutical Grade

Content: 99%

Inquiry
Hangzhou Dawn Ray Pharmaceutical Co.,Ltd Contact Supplier

CN
5 YRS

Business licensed Certified factory

Manufactory Supplier of D-Biotin,Tobramycin base,L(-)-Carnitine base,Polymyxin B sulfate USP,Kanamycin sulfate monohydrate,Finasteride 99% USP

6-Aminopenicillanic acid (CAS:551-16-6)

Unit Price: $27 /KG FOB

CAS No.: 551-16-6

Inquiry
Hangzhou Weck Chemical Industry Co., Ltd Contact Supplier

CN
3 YRS

Business licensed

Trader Supplier of Demulsifier Active Ingredient

High purity 6-Aminopenicillanic acid

CAS No.: 551-16-6

Grade: Pharmaceutical Grade

Content: 98%

Inquiry
Excellent Biomedical API and impurity Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of Nexium,Cefuroxim impurities

Pivampicillin Impurity A

CAS No.: 551-16-6

Inquiry
Henan Lihao Chem Plant Limited Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of PVC resin,pvc paste resin,melamine

(+)-6-Aminopenicillanic acid 99% see COA kanbei

CAS No.: 551-16-6

Grade: Industrial Grade

Content: 99%

Inquiry