Benzeneacetic acid, a-(hydroxymethyl)-, (1a,2b,4b,5a,7b)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-ylester, (aS)- cas no:51-34-3
Synonyms: 1aH,5aH-Tropan-3a-ol, 6b,7b-epoxy-, (-)-tropate (ester) (8CI);Benzeneaceticacid, a-(hydroxymethyl)-,9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, [7(S)-(1a,2b,4b,5a,7b)]-;(-)-Hyoscine;(-)-Scopolamine;6,7-Epoxytropinetropate;6beta,7beta-Epoxy-1alpha,5alpha-tropan-3alpha-ol;9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-ol (-)-tropate;Hyoscine;Scopine (-)-tropate;Scopine tropate;ScopodermTTS;Scopolamine;Transcop;Transderm-Scop;Tropic acid ester with scopine;l-Scopolamine;(1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate;
NameBenzeneacetic acid, a-(hydroxymethyl)-, (1a,2b,4b,5a,7b)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-ylester, (aS)-
CAS51-34-3
Synonyms1aH,5aH-Tropan-3a-ol, 6b,7b-epoxy-, (-)-tropate (ester) (8CI);Benzeneaceticacid, a-(hydroxymethyl)-,9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, [7(S)-(1a,2b,4b,5a,7b)]-;(-)-Hyoscine;(-)-Scopolamine;6,7-Epoxytropinetropate;6beta,7beta-Epoxy-1alpha,5alpha-tropan-3alpha-ol;9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-ol (-)-tropate;Hyoscine;Scopine (-)-tropate;Scopine tropate;ScopodermTTS;Scopolamine;Transcop;Transderm-Scop;Tropic acid ester with scopine;l-Scopolamine;(1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate;
EINECS(EC#)200-090-3
Molecular FormulaC17H21NO4
Molecular Weight303.39
Hazard T+
Risk R26/27/28
Safety Poison by intravenous, intraperitoneal, and subcutaneous routes. Moderately toxic by ingestion. Human systemic effects from very small amounts by subcutaneous and intramuscular routes: changes in surface EEG, distorted perceptions, excitement, hallucinations, and mydriasis. It can cause the individual who is affected to lose a certain amount of his normal inhibitory control. It is for that reason that it has been called “truth serum.” An experimental teratogen. Experimental reproductive effects. Human mutation data reported. In many cases of poisoning from this material, and even to a certain extent following its medical application, there is retention of the urine caused by paralysis of the bladder, and catheterization is necessary. The fatal dose is variable. Death has occurred from as little as 0.6 mg, while recovery has occurred from doses of 7–15 mg. An anticholinergic drug. When heated to decomposition it emits highly toxic fumes of NOx. See also ESTERS.
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- VR3675000
- CHEMICAL NAME :
- Scopolamine
- CAS REGISTRY NUMBER :
- 51-34-3
- LAST UPDATED :
- 199710
- DATA ITEMS CITED :
- 22
- MOLECULAR FORMULA :
- C17-H21-N-O4
- MOLECULAR WEIGHT :
- 303.39
- WISWESSER LINE NOTATION :
- T C356 A AN DOTJ A1 HOVYR&1Q
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Human
- DOSE/DURATION :
- 2 ug/kg
- TOXIC EFFECTS :
- Brain and Coverings - changes in surface EEG
Behavioral - hallucinations, distorted perceptions
Behavioral - excitement
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 14 ug/kg
- TOXIC EFFECTS :
- Behavioral - hallucinations, distorted perceptions
Behavioral - ataxia
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 13 ug/kg
- TOXIC EFFECTS :
- Behavioral - hallucinations, distorted perceptions
Behavioral - ataxia
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 24 ug/kg
- TOXIC EFFECTS :
- Behavioral - hallucinations, distorted perceptions
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Human
- DOSE/DURATION :
- 4 ug/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation)
Behavioral - hallucinations, distorted perceptions
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2650 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1275 mg/kg
- TOXIC EFFECTS :
- Behavioral - tremor
Behavioral - rigidity (including catalepsy)
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 400 mg/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - effect, not otherwise specified
Behavioral - excitement
Behavioral - irritability
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1700 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 100 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 75 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 50 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 1 mg/kg
- SEX/DURATION :
- female 13 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Newborn - biochemical and metabolic
Reproductive - Effects on Newborn - behavioral
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Parenteral
- DOSE :
- 50600 ug/kg
- SEX/DURATION :
- female 6-16 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetal death
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Parenteral
- DOSE :
- 649 mg/kg
- SEX/DURATION :
- female 6-16 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
resorbed implants per total number of implants)
MUTATION DATA
- TYPE OF TEST :
- Sister chromatid exchange
- TEST SYSTEM :
- Human Lymphocyte
- DOSE/DURATION :
- 1 mg/L
- REFERENCE :
- CMJODS Chinese Medical Journal (Beijing, English Edition). (China
International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1-
1975- Adopted vol. no. 92 in 1979. Volume(issue)/page/year:
101,339,1988
*** REVIEWS ***
TOXICOLOGY REVIEW
CLANA4 Clinical Anesthesia. (Philadelphia, PA 19103) V.1-11, 1963-76.
Volume(issue)/page/year: 10(Pt 1),11,1973
TOXICOLOGY REVIEW
DPIRDU Dangerous Properties of Industrial Materials Report. (Van Nostrand
Reinhold, 115 Fifth Ave., New York, NY 10003) V.1- 1981-
Volume(issue)/page/year: 2(3),16,1982