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바벡사크론

Barbexaclone

HCID 71196
노트반응
기본 정보개요이름 및 식별자물성화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
4388-82-3
표준 SMILES
CCC1(c2ccccc2)C(=O)NC(=O)NC1=O.CN[C@@H](C)CC1CCCCC1
InChIKey
MJCBWPMBFCUHBP-NPULLEENSA-N
분자식
C22H33N3O3
평균 분자량
387.5 g/mol
단동위원소 질량
387.25219192

개요

Barbexaclone, a salt compound of propylhexedrine and phenobarbital, is a potent antiepileptic. By weight, barbexaclone is 40% propylhexedrine and 60% phenobarbital. While barbexaclone has sedative properties, propylhexedrine has psychostimulant properties intended to offset these sedative effects. Pharmacokinetic studies have demonstrated that the pharmacokinetics of phenobarbital given as barbexaclone are not affected by propylhexedrine. Several reports from Spanish and Italian literature suggest that barbexaclone is at least as effective as phenobarbital in adults and children, while being better tolerated and having less sedative properties. These reports were conducted in a small series of patients in the 1970s and 1980s, and have yet to be confirmed by larger controlled trials. Despite the lack of controlled trials, barbexaclone was used widely in Turkey until it was discontinued in 2009. Barbexaclone exists in 25mg and 100mg tablets. 100mg of barbexaclone is equivalent to 60mg of phenobarbital. With this difference in potency in mind, other pharmacokinetic considerations such as dose titration, daily dosing, and optimal plasma concentration can be considered the same as for the equivalent amount of phenobarbital. There has been a case of barbexaclone abuse due to the amphetamine like properties of propylhexedrine, although the comparative abuse potential is much lower than amphetamine.

이름 및 식별자

우선 이름
Barbexaclone
IUPAC
(2S)-1-cyclohexyl-N-methylpropan-2-amine;5-ethyl-5-phenyl-1,3-diazinane-2,4,6-trione
현지명
바벡사크론
영어명
barbexaclone
분자식
C12H12N2O3.C10H21N
분자량
387.521

이름 및 동의어

BarbexacloneMaliasinBarbexaclonum4388-82-3Barbexaclona291GX1YB65Propylhexedrine l-form ethylphenylbarbiturateDTXSID90195974CHP phenobarbitalphenobarbital propylhexedrine saltRefChem:116470DTXCID30118465
이름 더 보기
바벡사크론MJCBWPMBFCUHBP-UHFFFAOYSA-Nl-Form ethylphenylbarbiturate
N03AA045-ethyl-5-phenyl-1,3-diazinane-2,4,6-trione; ((2S)-1-cyclohexylpropan-2-yl)(methyl)amine224-504-7BarbexaclonBarbexaclone [INN]Barbexaclone (INN)(2S)-1-cyclohexyl-N-methylpropan-2-amine;5-ethyl-5-phenyl-1,3-diazinane-2,4,6-trionechp-Phenobarbitalat

데이터베이스 식별자

CAS
4388-82-3
PubChem CID
71196
DTXSID
DTXSID90195974
ChEMBL
CHEMBL3833301
UNII
291GX1YB65
EC Number
224-504-7

물성

구조 계산 물성

극성 표면적
87.3 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
4
회전 가능 결합 수
5
무거운 원자 수
28
형식 전하
0
복잡도
434

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Barbiturates

화학 및 산업

약리 정보

ATC Code · 2건

N - Nervous system

QN - Nervous system

Mechanism of ActionPhenobarbitol targets GABA receptors in the CNS. Propylhexedrine is a TAAR1 agonist.
Biological Half-LifeAfter IV administration in mice, levels of phenobarbital declined exponentially with a half life of 7.5h. [3] For propylhexedrine t0.5a = 0.31h and t0.5b = 2.5h.
Absorption, Distribution and Excretion · 2건

After oral administration of barbexaclone in mice the maximum plasma levels of prophylhexedrine appeared after 4 minutes, and propylhexedrine was seen to penetrate the blood brain barrier rapidly. Bioavailability (AUC oral / AUC iv) = 0.37. [3] Phenobarbital was observed to reach the blood more slowly, and brain uptake was a slow process. Equilibrium concentrations with plasma reached after 30 minutes after i.v injection. [3]

In mice, the volume of distribution was 0.78L/kg of phenobarbital, and 19.3L/kg for propylhexedrine, after i.v. administration. [3] High but unequal tissue accumulation of propylhexedrine was observed in mice: lung = kidney > liver = brain > spleen > heart > skeletal muscle. [3]

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