Irreversible enzyme inhibitors. CXXXVI. 2,4-Diamino-5-(3,4-dichlorophenyl)-6-[p-(m-fluorosulfonylbenzamido)phenoxymethyl]pyrimidine, an active-site-directed irreversible inhibitor of dihydrofolic reductase. Effect of structure on isozyme specificity

Saved in:
Bibliographic Details
Published in:Journal of medicinal chemistry Vol. 12; no. 1; pp. 82 - 85
Main Authors: Baker, Bernard Randall, Vermeulen, Nicolaas M. J
Format: Journal Article
Language:English
Published: United States American Chemical Society 01-01-1969
Subjects:
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Author Baker, Bernard Randall
Vermeulen, Nicolaas M. J
Author_xml – sequence: 1
  givenname: Bernard Randall
  surname: Baker
  fullname: Baker, Bernard Randall
– sequence: 2
  givenname: Nicolaas M. J
  surname: Vermeulen
  fullname: Vermeulen, Nicolaas M. J
BackLink https://www.ncbi.nlm.nih.gov/pubmed/5763046$$D View this record in MEDLINE/PubMed
BookMark eNptkU1v1DAQhi1UVLaFE2ck32hFvTh2PjZHWAosqgCJgiIhFDn2WPE2sSM7qRr-OTe8bLXqgZPtd555Z8Zzgo6ss4DQ84QuE8qS19ueUk4TEe-P0CLJGCXpiqZHaEEpY4TljD9BJyFsaeQSxo_RcVbknKb5Av3ZeA-34INpOsBgf889YGNb05jR-bDE66qqfmyWmF2k5J0RvbGOZOSMx6cysu2cd0MLdu7OSU5-DuSsJ7qbohqmTruoN9E0pil3vuPcXSwwtnP3a5i9ibKxcIGFxUKO5hZIMCNEYw9yBIXNw-YOXWGnsTLtrLzTrjMSe1CTHEWAJb7UOqbuiDD6KE4esLPYBPdvsjCANNpIM85P0WMtugDP7s9T9P395fX6I7n68mGzfnNFBMvLkRRMKi5LKoFnEhqqGSjeCMlFIhpdlomWkK5YBimUIHTOmNZ0RcusaCQkjeKn6NXeV8Y_CR50PcTBhZ_rhNa7_dUP9hfpF3t6mJoe1IG9X1iMk33chBHuDmHhb-q84EVWX3_9Vldvqyz9zD_VaeRf7nkhQ711k7dx1v9W_gtDT7tU
CitedBy_id crossref_primary_10_1002_jps_2600640712
ContentType Journal Article
DBID BSCLL
CGR
CUY
CVF
ECM
EIF
NPM
AAYXX
CITATION
DOI 10.1021/jm00301a021
DatabaseName Istex
Medline
MEDLINE
MEDLINE (Ovid)
MEDLINE
MEDLINE
PubMed
CrossRef
DatabaseTitle MEDLINE
Medline Complete
MEDLINE with Full Text
PubMed
MEDLINE (Ovid)
CrossRef
Database_xml – sequence: 1
  dbid: ECM
  name: MEDLINE
  url: https://search.ebscohost.com/login.aspx?direct=true&db=cmedm&site=ehost-live
  sourceTypes: Index Database
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
Pharmacy, Therapeutics, & Pharmacology
EISSN 1520-4804
EndPage 85
ExternalDocumentID 10_1021_jm00301a021
5763046
ark_67375_TPS_XBX54N3J_4
a521317522
Genre Journal Article
GroupedDBID -
1KJ
1WB
53G
55
55A
5GY
5RE
5VS
9M8
AABXI
ABFLS
ABMVS
ABOCM
ABPTK
ACGFS
ACJ
ACS
AENEX
AFFNX
AGXLV
AJYGW
ALMA_UNASSIGNED_HOLDINGS
ANTXH
AQSVZ
BAANH
CS3
DU5
F5P
GJ
HR
JG
JG~
L7B
LG6
NHB
OHT
P2P
RNS
ROL
TN5
UNC
W1F
WH7
X
X7M
YZZ
ZE2
ZGI
---
-~X
.55
.GJ
.HR
.K2
6TJ
AAHBH
ABHMW
ABJNI
ACGFO
BSCLL
CUPRZ
EBS
GGK
IH2
UBC
VG9
XSW
YQT
3EH
3O-
4.4
6P2
7~N
AAYOK
ABQRX
ABTAH
ABUCX
ADHLV
AEESW
AFEFF
AHGAQ
CGR
CUY
CVF
ECM
ED~
EIF
EJD
GNL
IH9
IHE
MVM
NPM
UI2
VF5
ZY4
AAYXX
CITATION
ID FETCH-LOGICAL-a269t-72cd3c90ce35ceb0f2ed3bac3a1abf991fce4825e4e9eaf622ff080957bce1bd3
IEDL.DBID ACS
ISSN 0022-2623
IngestDate Fri Aug 23 00:40:45 EDT 2024
Sat Sep 28 07:32:24 EDT 2024
Wed Oct 30 09:38:18 EDT 2024
Thu Aug 27 13:42:21 EDT 2020
IsPeerReviewed true
IsScholarly true
Issue 1
Language English
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-a269t-72cd3c90ce35ceb0f2ed3bac3a1abf991fce4825e4e9eaf622ff080957bce1bd3
Notes istex:E38023E016FA8914319A17353F0F25BF8A59FD4A
ark:/67375/TPS-XBX54N3J-4
PMID 5763046
PageCount 4
ParticipantIDs crossref_primary_10_1021_jm00301a021
pubmed_primary_5763046
istex_primary_ark_67375_TPS_XBX54N3J_4
acs_journals_10_1021_jm00301a021
ProviderPackageCode JG~
55A
AABXI
ACS
ACJ
AGXLV
ABMVS
1WB
BAANH
AQSVZ
W1F
ANTXH
PublicationCentury 1900
PublicationDate 19690101
1969-01-01
1969-Jan
1969-01-00
PublicationDateYYYYMMDD 1969-01-01
PublicationDate_xml – month: 01
  year: 1969
  text: 19690101
  day: 1
PublicationDecade 1960
PublicationPlace United States
PublicationPlace_xml – name: United States
PublicationTitle Journal of medicinal chemistry
PublicationTitleAlternate J. Med. Chem
PublicationYear 1969
Publisher American Chemical Society
Publisher_xml – name: American Chemical Society
SSID ssj0003123
Score 1.2141534
SourceID crossref
pubmed
istex
acs
SourceType Aggregation Database
Index Database
Publisher
StartPage 82
SubjectTerms Animals
Benzene Derivatives
Binding Sites
Carbamates
Chlorine
Fluorides
Folic Acid Antagonists
Intestines - enzymology
Isoenzymes
Leukemia L1210 - enzymology
Liver - enzymology
Mice
Pyrimidines - chemical synthesis
Spleen - enzymology
Sulfonic Acids - chemical synthesis
Title Irreversible enzyme inhibitors. CXXXVI. 2,4-Diamino-5-(3,4-dichlorophenyl)-6-[p-(m-fluorosulfonylbenzamido)phenoxymethyl]pyrimidine, an active-site-directed irreversible inhibitor of dihydrofolic reductase. Effect of structure on isozyme specificity
URI http://dx.doi.org/10.1021/jm00301a021
https://api.istex.fr/ark:/67375/TPS-XBX54N3J-4/fulltext.pdf
https://www.ncbi.nlm.nih.gov/pubmed/5763046
Volume 12
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://sdu.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV3db9MwELdge4AXPgYT5Ut-GNUm1aWxnSZ5hG7TxsNUqQVFQiiyY1sNtEmVrNLCf84bd0k_YALBY6Jz5K_z7y7n-x0hR9JxaQJ_yJwyjkntgc5poZlC7jorojD1MHf4YhJcxeHpGdLkvPlLBJ97b78uGrNdDTBdfJ8HYCOgBTSabA9c4XGxIQXnAOfrNLxbjRF-0uo3-NnHmby5ZVA2wHL-8D-79Ig8WFuO9F271I_JHZsfkHujTcG2A9IdtzTUdY9Od1lVVY926XhHUF0_IT8uSyRuKkEb5pba_Hu9sDTLZ5nOsPZOn47iOP502ae8J9kpZn7nBfPZsYBHk6UzcPGRjSCv5ydsyD4v2fGCufkK3larucOr7ho-Cs1McYJyxU2Nharr-ZdljVXEAC5tj6qcquawZRjAZi22WkOzXzu37RUtHDXZrDaAG0hlTEvknL0GDO7TloEZJVo23FVpaZHTrCqakWEyKV6IAn_jKfl4fjYdXbB1CQim-DC6ZgFPjUijQWqFn1o9cNwaoVUqlKe0A9vWpVaCk2uljaxyQ86dAxs48gOdWk8bcUj28iK3zwgNpfKDwHkDa6SMBlp5Ds7WAIRCrr1h2CEw6ipZq3CVNNF5Dt7RbrE75GizeZJlSwbyZ7Fus7G2Mqr8hvfnAj-ZjidJ_D725ZX4kMgOOWx33lYSvD8MVT__d19ekPvIbNT-DXpJ9mB-7StytzKr1412_ATCrQ0o
link.rule.ids 315,782,786,2769,27085,27933,27934,56747,56797
linkProvider American Chemical Society
linkToHtml http://sdu.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV3db9MwELdgexgvfAwmOr78MFWbVJcmdpLmEbpNLYyqUguKhFBkx7Ya1iZVs0oL_zlv3CX9gAkJ8ZjobF1sn393se93hJwI6wodeD6zUlsmlAM2p7hiErnrDA-7iYO5w_1xMIy65xdIk9Pa5MKAEgX0VFSH-Dt2Aeft93nlvcsOZo3vez64wegI9cbbfZc7Lt9wg7uA6utsvDuNEYWS4g8U2scBvb3jV1b4cvno_zR7TB6u_Uj6rp74J-SeyQ7JQW9Tvu2QNEc1KXXZopNdjlXRok062tFVl0_Jz8ESaZyWYBszQ032o5wbmmbTVKVYiadNe1EUfRm0qdsS7BzzwLOceeyUw6NOkykE_MhNkJWzM-azrwt2Omd2toK3xWpm8eK7gk6hmc7PUC6_LbFsdTn7tiixphiAp2lRmVFZbb0Mj7NZjbRG0_R35bZa0dxSnU5LDSiCxMZ0iQy0N4DIbVrzMaNEzY27WhqaZzQt8urLMLUUr0dB9PGMfL68mPT6bF0QgknXD29Y4CaaJ2EnMdxLjOpY12iuZMKlI5UFT9cmRkDIa4QJjbS-61oLHnHoBSoxjtL8iOxleWaeE9oV0gsC63SMFiLsKOlY2GkDEOq6yvG7DQJfXcRrgy7i6qzehVhpN9kNcrJZQ_Gipgb5u1izWl9bGbm8xtt0gRdPRuM4eh95Ysg_xKJBjuoFuJWEWBAPro__rcsbctCffLqKrwbDjy_IA-Q8qv8TvSR7MNbmFblf6NXrymB-ATB5FZU
linkToPdf http://sdu.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV3da9swEBdbC9te9tGtLPvUQwktRKktf8WPXdLQbCMEkg3DGEayJOLNsUPcQL3_fG-7s_OxlcHYo81JnOQ73Z1P9ztCTlzDXRV4PjNCGeZKG3ROOpIJxK7TTthLbKwdvpoG46g3uESYHGtbCwNMlDBTWSfxUauXymwQBuzzb4vagxcWVo4fen4QYrh10Z_uzl7H5s4WH5yDZd9U5N0ajJYoKf-wRIe4qTe3fMvaxgwf_T93j8nDjT9JLxoBeELu6PyI3O9v27gdkfakAaeuOnS2r7UqO7RNJ3vY6uop-TlaIZzTCnQk01TnP6qFpmk-T2WKHXm6tB9F0edRl_KOywZYD54XzGOnDjyqNJlD4I8YBXmVnTGffVmy0wUz2RreluvM4AV4CZPCMFWcIV1xU2H76ir7uqywtxgYUd2hIqeiPoIZprVZY3G1ounvzO24ooWhKp1XCqwJAhzTFSLRXoNl7tIGlxkpGozc9UrTIqdpWdQrwxJTvCYFUcgz8ml4OetfsU1jCCa4H16zgCfKSUIr0Y6XaGkZrpUjReIIW0gDHq9JtAuhr3Z1qIXxOTcGPOPQC2SibamcY3KQF7l-TmjPFV4QGNvSynVDSwrbwIkbAFGPS9vvtQisuow3il3Gdc6eQ8y0_9gtcrKVo3jZQIT8naxdy9iORqy-4626wItnk2kcvYs8d-y8j90WOW6EcEcJMSEmsF_8m5e35N5kMIw_jsYfXpIHCH3U_C56RQ5gq_VrcrdU6ze1zvwCBlQYGA
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Irreversible+enzyme+inhibitors.+CXXXVI.+2%2C4-Diamino-5-%283%2C4-dichlorophenyl%29-6-%5Bp-%28m-fluorosulfonylbenzamido%29phenoxymethyl%5Dpyrimidine%2C+an+active-site-directed+irreversible+inhibitor+of+dihydrofolic+reductase.+Effect+of+structure+on+isozyme+specificity&rft.jtitle=Journal+of+medicinal+chemistry&rft.au=Baker%2C+B+R&rft.au=Vermeulen%2C+N+M&rft.date=1969-01-01&rft.issn=0022-2623&rft.volume=12&rft.issue=1&rft.spage=82&rft_id=info:doi/10.1021%2Fjm00301a021&rft_id=info%3Apmid%2F5763046&rft.externalDocID=5763046
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0022-2623&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0022-2623&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0022-2623&client=summon