PRO-LAD

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PRO-LAD

Systematic (IUPAC) name
(8β)- N,N- diethyl- 6-propyl- 9,10- didehydroergoline- 8- carboxamide
Clinical data
Pregnancy cat.	?
Legal status	Controlled in the United States via the Federal Analog Act but only if it is intended for human consumption.
Routes	Oral
Pharmacokinetic data
Metabolism	hepatic
Excretion	renal
Identifiers
CAS number	65527-63-1
ATC code	?
PubChem	CID 44457803
ChemSpider	21106361^Y
ChEMBL	CHEMBL22258^Y
Synonyms	PRO-LAD, 6-propyl- 6-nor- Lysergic acid diethylamide, (6aR,9R)- N,N- diethyl- 7-propyl- 4,6,6a,7,8,9- hexahydroindolo- [4,3-fg] quinoline- 9- carboxamide
Chemical data
Formula	C₂₂H₂₉N₃O
Mol. mass	351.50 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C22H29N3O/c1-4-10-25-14-16(22(26)24(5-2)6-3)11-18-17-8-7-9-19-21(17)15(13-23-19)12-20(18)25/h7-9,11,13,16,20,23H,4-6,10,12,14H2,1-3H3/t16-,20-/m1/s1^Y Key:HZKYLVLOBYNKKM-OXQOHEQNSA-N^Y
Y(what is this?) (verify)

PRO-LAD is an analogue of LSD. It is described by Alexander Shulgin in the book TiHKAL. PRO-LAD is a hallucinogenic drug similar to LSD, and is around as potent as LSD itself with an active dose reported at between 100 and 200 micrograms.^[1]

PRO-LAD has been sold by some research chemical suppliers but might be considered illegal in some countries due to its structural similarity to LSD.

References

^ Hoffman AJ, Nichols DE (September 1985). "Synthesis and LSD-like discriminative stimulus properties in a series of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives". Journal of Medicinal Chemistry 28 (9): 1252–5. doi:10.1021/jm00147a022. PMID 4032428.

External links

Drugs from TiHKAL

AL-LAD • DBT • DET • DiPT • 5-MeO-α-MT • DMT • 2,α-DMT • α,N-DMT • DPT • EiPT • α-ET • ETH-LAD • Harmaline • Harmine • 4-HO-DBT • 4-HO-DET • 4-HO-DiPT • 4-HO-DMT • 5-HO-DMT • 4-HO-DPT • 4-HO-MET • 4-HO-MiPT • 4-HO-MPT • 4-HO-pyr-T • Ibogaine • LSD • MBT • 4,5-MDO-DiPT • 5,6-MDO-DiPT • 4,5-MDO-DMT • 5,6-MDO-DMT • 5,6-MDO-MiPT • 2-Me-DET • 2-Me-DMT • Melatonin • 5-MeO-DET • 5-MeO-DiPT • 5-MeO-DMT • 4-MeO-MiPT • 5-MeO-MiPT • 5,6-MeO-MiPT • 5-MeO-NMT • 5-MeO-pyr-T • 6-MeO-THH • 5-MeO-TMT • 5-MeS-DMT • MiPT • α-MT • NET • NMT • PRO-LAD • pyr-T • Tryptamine • Tetrahydroharmine • α,N,O-TMS

Hallucinogens

Psychedelics
5-HT_2AR agonists

Phenethylamines: Aleph
2C-B
2C-B-Dragonfly
2C-B-FLY
2C-C-FLY
2C-D-FLY
2C-E-FLY
2C-I-FLY
2CBFly-NBOMe
2C-T-7-FLY
2C-C
2C-C-NBOMe
2C-CN-NBOMe
2C-D
2CD-5EtO
2C-D-NBOMe
2C-E
2C-EF
2C-E-NBOMe
2C-F
2C-F-NBOMe
2C-G
2C-G-NBOMe
2C-H-NBOMe
2C-I
2C-N
2C-N-NBOMe
2C-O
2C-O-4
2C-P
2C-T
2C-T-2
2C-T-4
2C-T-4-NBOMe
2C-T-7
2C-T-7-NBOH
2C-T-8
2C-T-9
2C-T-13
2C-T-15
2C-T-17
2C-T-21
2C-TFM
2C-TFM-NBOMe
2C-YN
2CBCB-NBOMe
25B-NBOMe
25I-NBMD
25I-NBOH
25I-NBOMe
3C-E
3C-P
5-APB
5-APDB
6-APB
6-APDB
Br-DFLY
DESOXY
DMMDA
DMMDA-2
DOB
DOB-FLY
DOM-FLY
DOC
DOEF
DOET
DOF
DOI
DOM
DON
DOPR
DOTFM
Escaline
Ganesha
HOT-2
HOT-7
HOT-17
IAP
Isoproscaline
Jimscaline
Lophophine
MDA
MDEA
MDMA
MMA
MMDA
MMDA-2
MMDA-3a
MMDMA
Macromerine
Mescaline
Methallylescaline
NBOMe-mescaline
Proscaline
TCB-2
TFMFly
TMA;

Piperazines: pFPP
TMFPP;

Tryptamines: 1-Methyl-5-methoxy-diisopropyltryptamine
2,N,N-TMT
4,N,N-TMT
4-HO-5-MeO-DMT
4-Acetoxy-DET
4-Acetoxy-DIPT
4-Acetoxy-DMT
4-Acetoxy-DPT
4-Acetoxy-MiPT
4-HO-DPT
4-HO-MET
4-Propionyloxy-DMT
4-HO-MPMI
5-Me-MIPT
5-N,N-TMT
5-AcO-DMT
5-MeO-2,N,N-TMT
5-MeO-4,N,N-TMT
5-MeO-α,N,N-TMT
5-MeO-α-ET
5-MeO-α-MT
5-MeO-DALT
5-MeO-DET
5-MeO-DIPT
5-MeO-DMT
5-MeO-DPT
5-MeO-EiPT
5-MeO-MET
5-MeO-MIPT
5-MeO-MPMI
7,N,N-TMT
α,N,N-TMT
α-ET
α-MT
AL-37350A
Baeocystin
Bufotenin
DALT
DBT
DCPT
DET
DIPT
DMT
DPT
EiPT
Ethocin
Ethocybin
Iprocin
MET
Miprocin
MIPT
Norbaeocystin
PiPT
Psilocin
Psilocybin;

Dissociatives
NMDAR antagonists

Deliriants
mAChR antagonists

Miscellaneous

Cannabinoids CB₁R agonists	Cannabinol CP-47,497 CP-55,244 CP-55,940 DMHP HU-210 JWH-018 JWH-030 JWH-073 JWH-081 JWH-200 JWH-250 Nabilone Nabitan Nantradol Parahexyl THC (Dronabinol) WIN-55,212-2

D₂R agonists	Apomorphine Bromocriptine Cabergoline Lisuride Memantine Pergolide Piribedil Pramipexole Ropinirole Rotigotine * Also indirect D₂ agonists such as dopamine reuptake inhibitors (cocaine, methylphenidate), releasing agents (amphetamine, methamphetamine), and precursors (levodopa).

GABA_AR agonists	Eszopiclone Gaboxadol Ibotenic Acid Muscimol Zolpidem Zopiclone

Inhalants Mixed MOA	Butane Chloroform Diethyl Ether (Ether) Enflurane Freon Gasoline (Petrol) Kerosene (Paraffin) Propane Toluene

κOR agonists	2-EMSB 2-MMSB Alazocine Bremazocine Butorphanol Cyclazocine Cyprenorphine Dextrallorphan Dezocine Enadoline Herkinorin HZ-2 Ibogaine Ketazocine Metazocine Nalbuphine Nalorphine Noribogaine Pentazocine Phenazocine Salvinorin A Spiradoline Tifluadom U-50,488 U-69,593

σR agonists	Dextrallorphan Dextromethorphan Dextrorphan Noscapine (Narcotine)

Others	Efavirenz Glaucine Isoaminile

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