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N⁴-Chloroacetylcytosine arabinoside

From Wikipedia, the free encyclopedia

N⁴-Chloroacetylcytosine arabinoside
Names

IUPAC name 2-Chloro-N-[1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-tetrahydrofuranyl]-2-oxo-4-pyrimidinyl]acetamide
Identifiers
CAS Number	113737-52-3
3D model (JSmol)	Interactive image
ChemSpider	2338731
PubChem CID	3081042
InChI InChI=1S/C11H14ClN3O6/c12-3-7(17)13-6-1-2-15(11(20)14-6)10-9(19)8(18)5(4-16)21-10/h1-2,5,8-10,16,18-19H,3-4H2,(H,13,14,17,20)/t5-,8-,9+,10-/m1/s1 Key: WEJWVQRPBCYTRE-STRWAFKBSA-N InChI=1/C11H14ClN3O6/c12-3-7(17)13-6-1-2-15(11(20)14-6)10-9(19)8(18)5(4-16)21-10/h1-2,5,8-10,16,18-19H,3-4H2,(H,13,14,17,20)/t5-,8-,9+,10-/m1/s1 Key: WEJWVQRPBCYTRE-STRWAFKBBD
SMILES c1cn(c(=O)nc1NC(=O)CCl)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)O
Properties
Chemical formula	C₁₁H₁₄ClN₃O₆
Molar mass	319.70 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

N⁴-Chloroacetylcytosine arabinoside is a GABA agonist.^[1]^{[dubious – discuss]}

References

^ Li, S; Zhang, Y; Liu, H; Yan, Y; Li, Y (2008). "Identification and expression of GABAC receptor in rat testis and spermatozoa". Acta Biochimica et Biophysica Sinica. 40 (8): 761–7. doi:10.1111/j.1745-7270.2008.00453.x. PMID 18685793.

GABA receptor modulators

Positive modulators (abridged; see here for a full list): α-EMTBL
Alcohols (e.g., ethanol)
Anabolic steroids
Avermectins (e.g., ivermectin)
Barbiturates (e.g., phenobarbital)
Benzodiazepines (e.g., diazepam)
Bromide compounds (e.g., potassium bromide)
Carbamates (e.g., meprobamate)
Carbamazepine
Chloralose
Chlormezanone
Clomethiazole
Dihydroergolines (e.g., ergoloid (dihydroergotoxine))
Etazepine
Etifoxine
Fenamates (e.g., mefenamic acid)
Flavonoids (e.g., apigenin, hispidulin)
Fluoxetine
Flupirtine
Imidazoles (e.g., etomidate)
Kava constituents (e.g., kavain)
Lanthanum
Loreclezole
Monastrol
Neuroactive steroids (e.g., allopregnanolone, cholesterol)
Niacin
Nicotinamide (niacinamide)
Nonbenzodiazepines (e.g., β-carbolines (e.g., abecarnil), cyclopyrrolones (e.g., zopiclone), imidazopyridines (e.g., zolpidem), pyrazolopyrimidines (e.g., zaleplon))
Norfluoxetine
Petrichloral
Phenols (e.g., propofol)
Phenytoin
Piperidinediones (e.g., glutethimide)
Propanidid
Pyrazolopyridines (e.g., etazolate)
Quinazolinones (e.g., methaqualone)
Retigabine (ezogabine)
ROD-188
Skullcap constituents (e.g., baicalin)
Stiripentol
Sulfonylalkanes (e.g., sulfonmethane (sulfonal))
Topiramate
Valerian constituents (e.g., valerenic acid)
Volatiles/gases (e.g., chloral hydrate, chloroform, diethyl ether, paraldehyde, sevoflurane)

Antagonists: Bicuculline
Coriamyrtin
Dihydrosecurinine
Gabazine (SR-95531)
Hydrastine
Hyenachin (mellitoxin)
PHP-501
Pitrazepin
Securinine
Sinomenine
SR-42641
SR-95103
Thiocolchicoside
Tutin

Antagonists: (S)-2-MeGABA
(S)-4-ACPBPA
(S)-4-ACPCA
2-MeTACA
3-APMPA
4-ACPAM
4-GBA
<i>cis</i>-3-ACPBPA
CGP-36742 (SGS-742)
DAVA
Gabazine (SR-95531)
Gaboxadol (THIP)
I4AA
Isonipecotic acid
Loreclezole
P4MPA
P4S
SKF-97541
SR-95318
SR-95813
TPMPA
<i>trans</i>-3-ACPBPA
ZAPA

Negative modulators: 5α-Dihydroprogesterone
Bilobalide
Loreclezole
Picrotoxin (picrotin, picrotoxinin)
Pregnanolone
ROD-188
THDOC
Zinc

Positive modulators: ADX-71441
BHF-177
BHFF
BSPP
CGP-7930
CGP-13501
GS-39783
rac-BHFF
KK-92A

Antagonists: 2-Hydroxysaclofen
CGP-35348
CGP-46381
CGP-52432
CGP-54626
CGP-55845
CGP-64213
DAVA
Homotaurine (tramiprosate, 3-APS)
Phaclofen
Saclofen
SCH-50911
SKF-97541

Negative modulators: Compound 14

See also: Receptor/signaling modulators; GABA_A receptor positive modulators; GABA metabolism/transport modulators

This page was last edited on 3 February 2018, at 12:58.

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