ChemicalBook > CAS DataBase List > N-(Tetrahydro-2-oxo-3-thienyl)-acetamide

N-(Tetrahydro-2-oxo-3-thienyl)-acetamide

Product Name
N-(Tetrahydro-2-oxo-3-thienyl)-acetamide
CAS No.
1195-16-0
Chemical Name
N-(Tetrahydro-2-oxo-3-thienyl)-acetamide
Synonyms
Ahct;ahctl;achtl;bo714;citiolase;Citetenone;thioxidrene;Thioxidrene|||Citiolase;n-acetylhomocysteinthiolakton;n-acetylhomocysteinethiolactone
CBNumber
CB7497445
Molecular Formula
C6H9NO2S
Formula Weight
159.21
MOL File
1195-16-0.mol
More
Less

N-(Tetrahydro-2-oxo-3-thienyl)-acetamide Property

Melting point:
109-111 °C
Boiling point:
427.3±34.0 °C(Predicted)
Density 
1.202 (estimate)
refractive index 
1.5500 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO : ≥ 50 mg/mL (314.05 mM)
pka
14.62±0.20(Predicted)
form 
solid
color 
White to Almost white
Merck 
14,2320
EPA Substance Registry System
Citiolone (1195-16-0)
More
Less

Safety

Hazard Codes 
T,Xi
Risk Statements 
25-36/37/38
Safety Statements 
22-24/25-45-36-26
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
AC8680000
TSCA 
Yes
HS Code 
2934.99.9001
Toxicity
LD50 i.v. in mice: 1200 mg/kg (Kirnberger)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A16602
Product name
DL-N-Acetylhomocysteine thiolactone
Purity
98%
Packaging
25g
Price
$94.2
Updated
2024/03/01
TCI Chemical
Product number
A2144
Product name
3-Acetamidotetrahydro-2-thiophenone
Purity
>98.0%(GC)(N)
Packaging
5g
Price
$49
Updated
2024/03/01
TCI Chemical
Product number
A2144
Product name
3-Acetamidotetrahydro-2-thiophenone
Purity
>98.0%(GC)(N)
Packaging
25g
Price
$193
Updated
2024/03/01
TRC
Product number
C508053
Product name
Citiolone
Packaging
10g
Price
$100
Updated
2021/12/16
TRC
Product number
C508053
Product name
Citiolone
Packaging
5g
Price
$65
Updated
2021/12/16
More
Less

N-(Tetrahydro-2-oxo-3-thienyl)-acetamide Chemical Properties,Usage,Production

Chemical Properties

Acicular crystals.maximum UV absorption 238 nm.

Originator

Citiolase,Roussel Maestretti France,1970

Uses

hepatoprotectant, free radical scavenger

Uses

Photographic antifogging agent: Dersch, US 3068100 (1962); Weber, DE 1164828 (1964 to Adox Fotowerke Schleussner GmbH), C.A. 60, 14050f (1964); protector against radiation: Langendorff, Koch, Strahlentherapie 106, 451 (1958); Braun et al., ibid. 108, 262 (1959), C.A. 52, 18841h (1958); 53, 17325e (1959).

Definition

ChEBI: N-(2-oxo-3-thiolanyl)acetamide is a N-acyl-amino acid.

Manufacturing Process

12.73 kg of acetyl methionine are gradually introduced into a brine-cooled
pressure-tight apparatus provided with a stirrer and containing 140 liters of liquid ammonia at -50°C. The amino acid is dissolved after a short time; 6.5 kg of sodium metal are then introduced over a period of from 4 to 5 hours at a temperature of from -40°C to 60°C. Eventually, a persistent blue coloration of the ammoniacal solution indicates the end of the reaction. The ammonia is distilled off and the residue is taken up in 70 liters of methanol. In order to remove ammonia which has been formed from sodium amide, 30 to 40 liters of methanol are distilled off and the residue is made up with methanol to 80 liters. The strongly alkaline solution is neutralized with 22 liters of concentrated aqueous hydrochloric acid. The solution is filtered off from the precipitated sodium chloride and evaporated to dryness in vacuo. The closing of the thiolactone ring takes place as a result of the evaporation of the solution to dryness in the acid pH range and the N-acetyl homocystein originally present is converted into N-acetyl homocystein thiolactone. In order to isolate this compound, the residue is recrystallized from 25% aqueous alcohol.
9 kg of N-acetyl homocystein thiolactone are obtained, this corresponding to a yield of 85% of the theoretical.

Therapeutic Function

Hepatoprotectant

Purification Methods

Dry Citiolone in a vacuum desiccator. It recrystallises from toluene as needles. It is a ninhydrin -ve substance which gives a “slow” nitroprusside test. It has max at 238nm ( 4,400 M-1cm-1); and (nujol) 1789s and 851ms cm. [Benesch & Benesch J Am Chem Soc 78 1597max 1956, cf Laliberté J Chem Soc 2756 1963.]

N-(Tetrahydro-2-oxo-3-thienyl)-acetamide Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

N-(Tetrahydro-2-oxo-3-thienyl)-acetamide Suppliers

Musechem
Tel
+1-800-259-7612
Fax
+1-800-259-7612
Email
info@musechem.com
Country
United States
ProdList
4660
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
TargetMol Chemicals Inc.
Tel
+8613564774135
Email
zijue.cai@tsbiochem.com
Country
United States
ProdList
19885
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38632
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
More
Less

View Lastest Price from N-(Tetrahydro-2-oxo-3-thienyl)-acetamide manufacturers

Career Henan Chemical Co
Product
N-(Tetrahydro-2-oxo-3-thienyl)-acetamide 1195-16-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100
Release date
2018-08-06

1195-16-0, N-(Tetrahydro-2-oxo-3-thienyl)-acetamideRelated Search:


  • N,N-dimethyl-2,4-dinitrobenzenesulfonamide
  • 3-Acetamidotetrahydro-2-thiophenone
  • 2-acetamido-4-mercaptobutyricacidthiolactone
  • achtl
  • ahctl
  • alpha-acetamido-gamma-thiobutyrolactone
  • bo714
  • citiolase
  • n-(tetrahydro-2-oxo-3-thienyl)-acetamid
  • n-acetylhomocysteinethiolactone
  • n-acetylhomocysteinthiolakton
  • thioxidrene
  • N-(tetrahydro-2-oxothienyl)acetamide
  • 2-Acetamido-4-mercaptobutyric acid gamma-thiolactone
  • N-(Tetrahydro-2-oxo-3-thienyl)-acetamide
  • N-Acetyl-DL-homocystein Thiolactone
  • 3-(Acetylamino)tetrahydrothiophen-2-one
  • N-(Tetrahydro-2-oxothiophen-3-yl)acetamide
  • Acetamide, N-(tetrahydro-2-oxo-3-thienyl)-
  • Ahct
  • N-Acetyl-DL-homocystein Thiolactone 2-Acetamido-4-mercaptobutyric Acid gamma-Thiolactone N-(Tetrahydro-2-oxo-3-thienyl)acetamide Citiolone
  • DL-N-AcetylhoMocysteine thiolactone 98%
  • 3-Acetamidotetrahydro-2-thiophenone &gt
  • Citetenone
  • Thioxidrene|||Citiolase
  • 1195-16-0
  • CITIOLASE
  • Building Blocks
  • C4 to C6
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Thiophenes