[CAS NO. 15318-45-3] Thiamphenicol

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PRODUCTS SPECIFICATIONS [15318-45-3]

Catalog

HY-B0479

Brand

MCE

CAS

15318-45-3

DESCRIPTION [15318-45-3]

Overview

MDL	MFCD00467983
Molecular Weight	356.22
Molecular Formula	C12H15Cl2NO5S
SMILES	O=C(N[C@H](CO)[C@H](O)C1=CC=C(S(=O)(C)=O)C=C1)C(Cl)Cl

For research use only. We do not sell to patients.

Summary

Thiamphenicol (Thiophenicol), a methyl-sulfonyl derivative of Chloramphenicol, is a broad-spectrum antimicrobial antibiotic . Thiamphenicol acts by binding to the 50S ribosomal subunit, leading to inhibition of protein synthesis and bacteriostatic effect (against Gram-negative , Gram-positive aerobic and anaerobic bacteria ) ^[1] ^[2] .

In Vitro

Thiamphenicol shows a significant post-antibiotic effect (PAE) (0.33 to 2.9h) on all pathogens studied ( S. pneumoniae , S. aureus and Escherichia coli ) and a powerful bactericidal effect against β-lactamase-positive and -negative H. influenzae . Thiamphenicol MICs for the microorganisms analyzed are: 32 mg/L ( S. aureus and E. coli ), 2 mg/L ( S. pneumoniae ) and 0.25 mg/L ( H. influenzae ). Thiamphenicol shows a good in vitro activity against difficult-to-treat multiply resistant pathogens ^[1] .

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

The pharmacokinetics of Thiamphenicol (30 mg/kg) after single intravenous (IV) and oral (PO) administration is investigated in Mulard ducks. After IV administration, for Thiamphenicol, the mean residence time is 2.83 hours, the general half-life is 1.96 hours, the clearance is 0.04 L/hr/kg. Pharmacokinetics after PO administration is very similar for IV administration. Thiamphenicol shows rapid absorption and bioavailability of more than 70% ^[2] .

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Clinical Trial

NCT Number	Sponsor	Condition	Start Date	Phase
NCT00958503	Psyadon Pharma\|SGS Life Sciences, a division of SGS Belgium NV	Healthy	July 2007	Phase 1

Appearance

Solid

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : 100 mg/mL ( 280.73 mM ; Need ultrasonic)

H ₂ O : 2 mg/mL ( 5.61 mM ; Need ultrasonic)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	2.8073 mL	14.0363 mL	28.0725 mL
5 mM	0.5615 mL	2.8073 mL	5.6145 mL
10 mM	0.2807 mL	1.4036 mL	2.8073 mL

* Please refer to the solubility information to select the appropriate solvent.

In Vivo:

1.

Add each solvent one by one: 10% DMSO >> 40% PEG300 >> 5% Tween-80 >> 45% saline

Solubility: ≥ 2.5 mg/mL (7.02 mM); Clear solution
2.

Add each solvent one by one: 10% DMSO >> 90% (20% SBE-β-CD in saline)

Solubility: ≥ 2.5 mg/mL (7.02 mM); Clear solution
3.

Add each solvent one by one: 10% DMSO >> 90% corn oil

Solubility: ≥ 2.5 mg/mL (7.02 mM); Clear solution

* All of the co-solvents are available by MCE.

References

Synonyms

Acetamide, 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]-

Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-(methylsulfonyl)phenethyl]-, D-threo-(+)-

Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]-, [R-(R*,R*)]-

2,2-Dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide

(Methylsulfonyl)chloramphenicol

8065CB

Win 5063-2

Dextrosulphenidol

D-d-threo-2-Dichloroacetamido-1-(4-methylsulfonylphenyl)-1,3-propanediol

Thiamphenicol

D-Thiocymetin

D-Thiophenicol

Thiocymetin

Thiophenicol

D-threo-(1R,2R)-1-(p-Methylsulfonylphenyl)-2-dichloroacetamido-1,3-propanediol

(+)-Thiamphenicol

NSC 522822

Tirsan

(2′R,3′R)-Thiamphenicol