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PENTOTHAL
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Name

PENTOTHAL

 EINECS N/A
CAS No. 76-75-5 Density 1.16g/cm3
PSA 90.29000 LogP 2.00750
Solubility 50mg/L(25 oC) Melting Point 158-160°C
Formula C11H18 N2 O2 S Boiling Point N/A
Molecular Weight 242.342 Flash Point 11℃
Transport Information N/A Appearance Off-White Solid
Safety Poison by intraperitoneal, intravenous, and rectal routes. Moderately toxic by ingestion. An experimental teratogen. Human mutation data reported. A short-acting intravenous anesthetic. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also PENTOTHAL SODIUM and BARBITURATES. Risk Codes 22-39/23/24/25-23/24/25-11
Molecular Structure Molecular Structure of 76-75-5 ((+/-)-THIOPENTAL) Hazard Symbols Xn,T,F
Synonyms

Barbituricacid, 5-ethyl-5-(1-methylbutyl)-2-thio- (8CI); (?à)-Thiopental; 2-Thio-5-ethyl-5-sec-pentylbarbituricacid; 5-Ethyl-5-(1-methylbutyl)-2-thiobarbituric acid; Intraval;Penthiobarbital; Pentothiobarbital; Thiomebumal; Thionembutal; Thiopental;Thiopentobarbital; Thiopentobarbitone; Thiopentobarbituric acid; Thiopentone;Thiothal

Article Data 12

PENTOTHAL Synthetic route

57-33-0

nembutal

76-75-5

thiopentone

Conditions
ConditionsYield
Stage #1: nembutal With hydrogenchloride In dichloromethane at 20℃; for 0.166667h;
Stage #2: With Lawessons reagent; methoxybenzene for 150h; Reflux;		20%
91334-59-7

5-ethyl-6-amino-5-(1-methyl-butyl)-2-thioxo-3,5-dihydro-2H-pyrimidin-4-one

76-75-5

thiopentone

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid
76-74-4

pentobarbital

A

76-75-5

thiopentone

B

134302-74-2

5-ethyl-5-(1-methylbutyl)-2,4-dithiobarbitursaeure

Conditions
ConditionsYield
With P4S10*4Py In chlorobenzene for 1h; Heating; Yield given. Yields of byproduct given;
(+-)-5-ethyl-5-<1-methyl-butyl>-barbituric acid

(+-)-5-ethyl-5-<1-methyl-butyl>-barbituric acid

76-75-5

thiopentone

Conditions
ConditionsYield
With tetraphosphorus decasulfide; potassium polysulfide; xylene
17356-08-0

thiourea

(+-)-ethyl-<1-methyl-butyl>-malonic acid diethyl ester

(+-)-ethyl-<1-methyl-butyl>-malonic acid diethyl ester

76-75-5

thiopentone

Conditions
ConditionsYield
With sodium ethanolate
107-81-3

2-bromopentane

76-75-5

thiopentone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium ethylate; ethanol
3: aqueous H2SO4
View Scheme
Multi-step reaction with 4 steps
1: sodium ethylate; ethanol
2: sodium ethylate; ethanol
4: aqueous H2SO4
View Scheme
100400-64-4

2-ethyl-2-cyano-3-methyl-hexanoic acid methyl ester

76-75-5

thiopentone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: aqueous H2SO4
View Scheme
19823-28-0

2-cyano-3-methyl-hexanoic acid ethyl ester

76-75-5

thiopentone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium ethylate; ethanol
3: aqueous H2SO4
View Scheme
100453-11-0

2-ethyl-2-cyano-3-methyl-hexanoic acid ethyl ester

76-75-5

thiopentone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: aqueous H2SO4
View Scheme
1619-58-5

2-cyano-butyric acid ethyl ester

76-75-5

thiopentone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium ethylate; ethanol
3: aqueous H2SO4
View Scheme

PENTOTHAL Chemical Properties

MF: C11H18N2O2S
MW: 242.34
EINECS: 200-984-3
PENTOTHAL,it's melting point is  158-160°C,It's appearance is Off-White Solid.
Following is the molecular structure of PENTOTHAL:

PENTOTHAL Toxicity Data With Reference

1.   

cyt-hmn:leu 1500 mg/L

   TGANAK    Tsitologiya i Genetika. 18 (1)(1984),13.
2.   

ipr-rat LD50:120 mg/kg

   27ZIAQ    Drug Dosages in Laboratory Animals-A Handbook C.D. Barnes andL.G. Eltherington,Berkeley, CA.: Univ. of California Press,1965,260.
3.   

ivn-rat LD50:64 mg/kg

   PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 89 (1955),292.
4.   

orl-mus LD50:600 mg/kg

   BJPCAL    British Journal of Pharmacology and Chemotherapy. 1 (1946),215.
5.   

ipr-mus LD50:110 mg/kg

   AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 128 (1960),391.
6.   

ivn-mus LD50:70 mg/kg

   ARZNAD    Arzneimittel-Forschung. Drug Research. 4 (1954),441.
7.   

orl-rbt LDLo:600 mg/kg

   JPETAB    Journal of Pharmacology and Experimental Therapeutics. 60 (1937),189.
8.   

rec-rbt LDLo:110 mg/kg

   JPETAB    Journal of Pharmacology and Experimental Therapeutics. 60 (1937),189.

RTECS : CQ6300000

PENTOTHAL Safety Profile

Poison by intraperitoneal, intravenous, and rectal routes. Moderately toxic by ingestion. An experimental teratogen. Human mutation data reported. A short-acting intravenous anesthetic. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also PENTOTHAL SODIUM and BARBITURATES.

Hazard Codes : Xn (Harmful)
Risk Statements  :22 (Harmful if swallowed)
Safety Statements  :36/37/39 (Wear suitable protective clothing, gloves and eye/face protection)
RIDADR : UN 1230 3/PG 2
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