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Thioacetanilide  (Synonyms: N-Phenylthioacetamide)

Cat. No.: HY-129756 Purity: 98.35%
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Thioacetanilide (N-Phenylthioacetamide) is a sulfur-containing thioamide derivative of acetanilide. Thioacetanilide displays a solvent‑dependent Z/E isomeric distribution, preferring the E conformation in polar hydrogen‑bonding solvents and the Z conformation in halogenated solvents. Thioacetanilide serves as a substrate for metabolic desulfurization and aromatic hydroxylation. Thioacetanilide is mainly metabolized via desulfurization and 4‑hydroxylation of the aromatic ring in Rattus norvegicus, and the released sulfur integrates into the total body sulfur pool. Thioacetanilide is well absorbed in rats, and more than 90% of the dose is excreted in urine as conjugated metabolites after oral administration.

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Thioacetanilide

Thioacetanilide Chemical Structure

CAS No. : 637-53-6

Size Price Stock Quantity
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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Solution
10 mM * 1 mL in DMSO In-stock
Solid
100 mg In-stock
250 mg In-stock
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Based on 1 publication(s) in Google Scholar

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Description

Thioacetanilide (N-Phenylthioacetamide) is a sulfur-containing thioamide derivative of acetanilide. Thioacetanilide displays a solvent‑dependent Z/E isomeric distribution, preferring the E conformation in polar hydrogen‑bonding solvents and the Z conformation in halogenated solvents. Thioacetanilide serves as a substrate for metabolic desulfurization and aromatic hydroxylation. Thioacetanilide is mainly metabolized via desulfurization and 4‑hydroxylation of the aromatic ring in Rattus norvegicus, and the released sulfur integrates into the total body sulfur pool. Thioacetanilide is well absorbed in rats, and more than 90% of the dose is excreted in urine as conjugated metabolites after oral administration[1][2].

In Vitro

Thioacetanilide (N-Phenylthioacetamide) shows solvent-dependent Z/E isomer preference, with the E isomer favored in more polar, hydrogen-bond-forming solvents, reaching a 7:93 Z/E ratio in DMSO-d6 at 298 K[1].

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

In Vivo

Thioacetanilide (100-1000 mg/kg; p.o.; single dose) is well absorbed and excreted predominantly in urine as conjugated metabolites in rats, with no observable hepatic toxicity at doses up to 500 mg/kg, while 1000 mg/kg causes fatalities and mild ALT elevation in survivors[2].

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

Animal Model: Wistar rats (adult male, 250-300 g)[2]
Dosage: 100 mg/kg; 500 mg/kg; 1000 mg/kg
Administration: p.o.; single dose
Result: Excreted over 90% of the dose in urine mainly as conjugated metabolites within 96 hours, less than 7% unchanged compound in faeces, and merely 3.4% via bile as N-acetyl-4-aminophenol glucuronide.
Detected major urinary metabolites such as N-acetyl-4-aminophenol sulphate and 4-hydroxythioacetanilide sulphate, along with minor related conjugates and parent substance.
Caused no liver glutathione depletion, with liver biochemical parameters remaining normal at 100 mg/kg.
Displayed no hepatotoxicity at 500 mg/kg, and all hepatic indicators kept consistent with control levels.
Induced mortalities at 1000 mg/kg, and surviving animals had slightly increased ALT levels 24 hours post-administration.
Molecular Weight

151.23

Formula

C8H9NS

CAS No.
Appearance

Solid

Color

Off-white to light brown

SMILES

CC(NC1=CC=CC=C1)=S

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 : 200 mg/mL (1322.49 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 6.6124 mL 33.0622 mL 66.1245 mL
5 mM 1.3225 mL 6.6124 mL 13.2249 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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This equation is commonly abbreviated as: C1V1 = C2V2

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Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
Purity & Documentation
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 6.6124 mL 33.0622 mL 66.1244 mL 165.3111 mL
5 mM 1.3225 mL 6.6124 mL 13.2249 mL 33.0622 mL
10 mM 0.6612 mL 3.3062 mL 6.6124 mL 16.5311 mL
15 mM 0.4408 mL 2.2041 mL 4.4083 mL 11.0207 mL
20 mM 0.3306 mL 1.6531 mL 3.3062 mL 8.2656 mL
25 mM 0.2645 mL 1.3225 mL 2.6450 mL 6.6124 mL
30 mM 0.2204 mL 1.1021 mL 2.2041 mL 5.5104 mL
40 mM 0.1653 mL 0.8266 mL 1.6531 mL 4.1328 mL
50 mM 0.1322 mL 0.6612 mL 1.3225 mL 3.3062 mL
60 mM 0.1102 mL 0.5510 mL 1.1021 mL 2.7552 mL
80 mM 0.0827 mL 0.4133 mL 0.8266 mL 2.0664 mL
100 mM 0.0661 mL 0.3306 mL 0.6612 mL 1.6531 mL
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Product Name:
Thioacetanilide
Cat. No.:
HY-129756
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