Tybamate
Completing data — refresh the page later to see the latest
Basic information
- CAS
4268-36-4- Standard SMILES
CCCCNC(=O)OCC(C)(CCC)COC(N)=O- InChIKey
PRBORDFJHHAISJ-UHFFFAOYSA-N- Molecular formula
- C13H26N2O4
- Average molar mass
- 274.36 g/mol
- Monoisotopic mass
- 274.18925731
Overview
Tybamate is a carbamate ester.
Names & identifiers
- Preferred name
- Tybamate
- IUPAC
- [2-(carbamoyloxymethyl)-2-methylpentyl] N-butylcarbamate
- English name
- tybamate
- Molecular formula
- C13H26N2O4
- Molecular weight
- 274.36
Names & synonyms
TYBAMATETibamatoTybatranSolacenEffisaxSolacinTibamateTibamaxBenvilNospanDepranIdalene
Show more names
[2-(carbamoyloxymethyl)-2-methylpentyl] N-butylcarbamate[2-(aminocarbonyloxymethyl)-2-methyl-pentyl] N-butylcarbamateN-butylcarbamic acid [2-(carbamoyloxymethyl)-2-methyl-pentyl] esterCarbamic acid, N-butyl-, 2-[[(aminocarbonyl)oxy]methyl]-2-methylpentyl ester
Reposan4268-36-4W 713Tybamatum2-Methyl-2-propyltrimethylene butylcarbamate carbamateN-Butyl-2-methyl-2-propyl-1,3-propanediol dicarbamate2-(Hydroxymethyl)-2-methylpentyl butylcarbamate carbamateCarbamic acid, butyl-, 2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl ester
Database identifiers
- CAS
4268-36-4- PubChem CID
- 20266
- DTXSID
DTXSID7023728- ChEMBL
CHEMBL2104816- ChEBI
CHEBI:135133- UNII
- 3875LLL8M8
- EC Number
- 224-254-9
- Nikkaji
- J8.698C
Properties
Computed structural propertiesFilling in
- XLogP
- 2.4
- Topological polar surface area
- 90.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 11
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 284
Experimental & physicochemical properties
DrugsDEA NFLIS-Drug Category -> Depressants and Tranquilizers
OdorMILD CHARACTERISTIC ODOR
TasteBITTER TASTE
Color/Form
CRYSTALS FROM 1,1,2-TRICHLOROETHANE + HEXANE (1:2)
WHITE CRYSTALLINE POWDER OR CLEAR, VISCOUS LIQ WHICH MAY CONGEAL TO SOLID ON STANDING
SolubilityVERY SOL IN ALC & ACETONE; FREELY SOL IN ETHER; VERY SLIGHTLY SOL IN WATER
Boiling Point150-152 °C @ 0.06 MM HG
Melting Point49-51 °C
Stability/Shelf LifeSTABLE IN LIGHT & HEAT
Physicochemical properties
- Melting point
- 49 · 49-51°
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Toxicology
Interactions
CONCURRENT INGESTION OF MEPROBAMATE & ALCOHOL CAN LEAD TO ENHANCEMENT OF THEIR CNS DEPRESSANT EFFECTS. ...TYBAMATE /IS/...CHEMICALLY & PHARMACOLOGICALLY RELATED TO MEPROBAMATE...
GRAND MAL OR PETIT MAL CONVULSIONS HAVE BEEN REPORTED IN FEW HOSPITALIZED PSYCHOTIC PT WHO RECEIVED LARGE DOSES OF TYBAMATE & PHENOTHIAZINES CONCOMITANTLY.
Human Toxicity Excerpts
ACUTE NONTHROMBOCYTOPENIC PURPURA HAS ALSO BEEN REPORTED, & ANGIOEDEMA & BRONCHOSPASM HAVE OCCASIONALLY OCCURRED. ...ASSOC WITH DEVELOPMENT OF APLASTIC ANEMIA, THROMBOCYTOPENIA, LEUKOPENIA, AGRANULOCYTOSIS, & ERYTHROID HYPOPLASIA; NUMBER OF REPORTED CASES HAS BEEN VERY SMALL. /MEPROBAMATE/
MAJOR SIDE EFFECTS...ARE SLEEPINESS & ATAXIA, HYPOTENSION MAY OCCUR. ALLERGIC REACTIONS HAVE BEEN REPORTED IN FROM 0.2-3.4% OF DIFFERENT SERIES OF PT & APPEAR MOST FREQUENTLY IN THOSE WITH HISTORY OF DERMATOLOGICAL OR ALLERGIC CONDITIONS. URTICARIA OR ERYTHEMATOUS RASH IS MOST COMMON MANIFESTATION. /MEPROBAMATE/
EXACERBATION OF ACUTE INTERMITTENT PORPHYRIA...MAY BE CAUSED... SUICIDE ATTEMPTS...ARE NOT UNCOMMON. ... COMA, LOW BLOOD PRESSURE, SHOCK, PULMONARY EDEMA, & RESPIRATORY DEPRESSION CHARACTERIZE MASSIVE OVERDOSAGE. /MEPROBAMATE/
...GLOSSITIS...PRURITUS ANI...CONFUSION, DEPERSONALIZATION, & "PANIC REACTION" OCCUR OCCASIONALLY.
...DIZZINESS, SLURRED SPEECH, HEADACHE, VERTIGO, WEAKNESS, PARESTHESIAS, IMPAIRED VISUAL ACCOMMODATION, EUPHORIA, OVER-STIMULATION & PARADOXICAL EXCITEMENT...NAUSEA, VOMITING, & DIARRHEA...PALPITATION, ARRHYTHMIAS, SYNCOPE, & HYPOTENSIVE CRISES... /MEPROBAMATE/
Safety data
- Hazardous Substances Data
- 4268-36-4(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Biological Half-Life...TYBAMATE...HAS T/2 OF 3 HR... BRIEF ACTION OF TYBAMATE IS ADVANTAGE IN SOME SITUATIONS.
MeSH Pharmacological Classification
Compounds capable of relieving pain without the loss of CONSCIOUSNESS.
Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS.
Drugs used to cause dilation of the blood vessels.
Absorption, Distribution and Excretion
...WELL ABSORBED FROM GI TRACT... MEPROBAMATE IS QUITE UNIFORMLY DISTRIBUTED IN BODY, & ABOUT 10% OF DRUG IS EXCRETED IN UNCHANGED FORM IN URINE. /MEPROBAMATE/
ABSORPTION OF [(14)C]-TYBAMATE...FROM GI TRACT WAS FAIRLY RAPID IN RATS RECEIVING ORAL DOSE. 67% OF (14)C REMAINED THERE 2 HR LATER, WHEREAS ONLY 21% REMAINED 4 HR LATER. 21% WAS EXCRETED IN 2-HR URINE. 24 HR AFTER IP DOSE, RATS HAD EXCRETED 87% OF (14)C IN URINE, 5% IN FECES...3% WAS PRESENT IN INTESTINAL CONTENTS.
IN PREGNANT MICE, TYBAMATE SLOWLY CROSSED PLACENTA, & LEVELS OF (14)C WERE LOWER IN FETUS THAN IN MOTHER. 30 MIN AFTER RECTAL ADMIN...MUCH (14)C WAS PRESENT IN LIVER & INTESTINES. RAPID PENETRATION...INTO BRAIN & ADIPOSE TISSUE WOULD BE EXPECTED FOR THIS LIPID-SOL DRUG.
WHOLE-BODY AUTORADIOGRAPHY OF MICE RECEIVING IV DOSES...SHOWED THAT (14)C WAS PRESENT IN CNS WITHIN 50 SEC, & LEVELS WERE ALSO HIGH IN ADIPOSE TISSUE, MYOCARDIUM, SALIVARY GLANDS, & KIDNEYS. AFTER 10 MIN...(14)C IN BRAIN HAD DECR, BUT WERE HIGH IN LIVER, INTESTINES, & KIDNEYS, ORGANS CONCERNED WITH EXCRETION OF TYBAMATE.
Uses & manufacturing
UsesMEDICATION
Methods of ManufacturingPREPD FROM 2-METHYL-2-PROPYL-3-HYDROXYPROPYL CARBAMATE & BUTYL ISOCYANATE: BERGER, LUDWIG, US PATENT 2,937,119 (1960 TO CARTER PROD)
Formulations/Preparations
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…