PMID- 10794512
OWN - NLM
STAT- MEDLINE
DCOM- 20000511
LR  - 20190701
IS  - 0024-3205 (Print)
IS  - 0024-3205 (Linking)
VI  - 66
IP  - 7
DP  - 2000
TI  - Hair analysis for drugs of abuse XXI. Effect of para-substituents on benzene ring 
      of methamphetamine on drug incorporation into rat hair.
PG  - 563-74
AB  - In order to study the effect of para-substituents on the benzene ring of 
      methamphetamine on drug incorporation into hair from blood, the plasma AUCs and 
      hair concentrations of 7 methamphetamines [methamphetamine(MA), 
      p-hydroxymethamphetamine(OHMA), p-bromomethamphetamine (BMA), 
      p-aminomethamphetamine (AMA), p-nitromethamphetamine (NMA), 
      p-methoxymethamphetamine (MOMA) and 3,4-methylenedioxymethamphetamine (MDMA)] 
      plus propylhexedrine(PHX) in DA rats was determined after intraperitoneal 
      injection at 5 mg/kg, with single dose for the plasma AUC and 10 doses for the 
      hair concentration. Drug incorporation rates into hair (ICRs) were calculated by 
      dividing each hair concentration by each plasma AUC. Comparing the highest value 
      (NMA) to the lowest one (OHMA), the ICR of NMA was 31.7 times larger than that of 
      OHMA. Using the ICR of MA which has no substitute on the benzene ring as a base 
      point, nitro, bromo, methylenedioxy, methoxy and amino groups raised the drug 
      incorporation into rat hair in this order. On the other hand, hydroxy 
      substitution showed a negative effect on the ICR. In comparison between the ICRs 
      of MA and PHX, it was found that the benzene ring shows higher affinity to 
      melanin and less lipophilicity than the cyclohexyl ring. Our results showed that 
      there is a relatively strong effect of the functional groups on drug 
      incorporation into hair. The combination of melanin affinity and lipophilicity 
      are clearly correlated with their ICR.
FAU - Nakahara, Y
AU  - Nakahara Y
AD  - National Institute of Health Sciences, Tokyo, Japan. nakahara@nihs.go.jp
FAU - Hanajiri, R
AU  - Hanajiri R
LA  - eng
PT  - Journal Article
PL  - Netherlands
TA  - Life Sci
JT  - Life sciences
JID - 0375521
RN  - 0 (Melanins)
RN  - 44RAL3456C (Methamphetamine)
SB  - IM
MH  - Animals
MH  - Gas Chromatography-Mass Spectrometry
MH  - Hair/chemistry/*metabolism
MH  - Male
MH  - Melanins/metabolism
MH  - Methamphetamine/analysis/*pharmacokinetics
MH  - Rats
MH  - Solubility
MH  - Structure-Activity Relationship
EDAT- 2000/05/04 09:00
MHDA- 2000/05/16 09:00
CRDT- 2000/05/04 09:00
PHST- 2000/05/04 09:00 [pubmed]
PHST- 2000/05/16 09:00 [medline]
PHST- 2000/05/04 09:00 [entrez]
AID - S0024320599006293 [pii]
AID - 10.1016/s0024-3205(99)00629-3 [doi]
PST - ppublish
SO  - Life Sci. 2000;66(7):563-74. doi: 10.1016/s0024-3205(99)00629-3.