| Weight | 305.418 g/mol |
|---|---|
| Formula | C18H27NO3 |
| Hydrogen Acceptors | 3 |
| Hydrogen Donors | 2 |
| Aromatic Rings | 1 |
| Rotatable Bonds | 9 |
Capsaicin (404-86-4)
Zostrix · Capzasin · Capsin
Score:
#38 in Biochemistry
,
#40 in Neuroscience
,
#210 in Biology
,
#220 in Chemistry
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- The capsaicin receptor : a heat-activated ion channel in the pain pathway (Nature, 1997)
- Impaired Nociception and Pain Sensation in Mice Lacking the Capsaicin Receptor (Science, 2000)
- The Cloned Capsaicin Receptor Integrates Multiple Pain-Producing Stimuli (Neuron, 1998)
- Capsaicin: cellular targets, mechanisms of action, and selectivity for thin sensory neurons. (Pharmacological Reviews, 1991)
- Vanilloid (Capsaicin) Receptors and Mechanisms (Pharmacological Reviews, 1999)
- Local effector functions of capsaicin-sensitive sensory nerve endings: Involvement of tachykinins, calcitonin gene-related peptide and other neuropeptides (Neuroscience, 1988)
-
Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - Zostrix
- Capzasin
- Capsin
- Axsain
- Zacin
- Capsicum Farmaya
- 8 Methyl N Vanillyl 6 Nonenamide
- NGX4010
- Capsaicine
- 8-Methyl-N-Vanillyl-6-Nonenamide
- NGX-4010
- Katrum
- Gelcen
- Antiphlogistine Rub A-535 Capsaicin
- Capsidol
- NGX 4010
-
SMILESCC(C)C=CCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
-
InChIKeyYKPUWZUDDOIDPM-UHFFFAOYSA-N
- Pubchem - Capsaicin
- Wikipedia - capsaicin
Capsaicin ( (INN); 8-methyl-N-vanillyl-6-nonenamide) is an active component of chili peppers, which are plants belonging to the genus Capsicum. It is an irritant for mammals, including humans, and produces a sensation of burning in any tissue with which it comes into contact. Capsaicin and several related compounds are called capsaicinoids and are produced as secondary metabolites by chili peppers, probably as deterrents against certain mammals and fungi.
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Synthesis
3-METHYL-1-BUTENE
+
Reactant
(Heck terminal vinyl)
Reactant
+
Methyl hydroperoxide
(Dakin oxidation)
8-Methyl-6-nonenamide
+
Reactant
(Alkylation of primary amines)
Reactant
+
1-Chloro-2-methylpropane
(Wittig)
Similar Compounds
NONIVAMIDE
(2444-46-4)
17 alternate names
3 suppliers
Dihydrocapsaicin
(19408-84-5)
17 alternate names
3 suppliers
Nordihydrocapsaicin
(28789-35-7)
17 alternate names
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2-chloro-N-(3,4-dimethoxybenzyl)acetamide
(65836-72-8)
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3-(3,4-Dimethoxy-benzylamino)-propan-1-ol
(40171-93-5)
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N-(3,4,5-trimethoxybenzyl)cyclohexanamine
(227017-78-9)
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ZX-CM015786
(1609400-51-2)
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Benzo[1,3]dioxol-5-ylmethyl-cyclohexyl-amine
(5427-37-2)
17 alternate names
3 suppliers
ZX-CM015955
(1609400-11-4)
17 alternate names
3 suppliers
114413-77-3
(114413-77-3)
17 alternate names
3 suppliers
N-(3,4-dimethoxybenzyl)-2-propanamine hydrochloride
(1049788-24-0)
17 alternate names
3 suppliers
425646-58-8
(425646-58-8)
17 alternate names
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N-(1,3-benzodioxol-5-ylmethyl)-2-chloroacetamide
(40023-03-8)
17 alternate names
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ZX-CM015819
(1609404-29-6)
17 alternate names
3 suppliers
2-(3,4-Dimethoxy-benzylamino)-ethanol
(24687-79-4)
17 alternate names
3 suppliers
N-(3,4-dimethoxybenzyl)urea
(65609-19-0)
17 alternate names
3 suppliers
Benzenemethanamine, N-butyl-3-methoxy-
(60509-46-8)
17 alternate names
3 suppliers
N-(4-methoxybenzyl)piperidine-4-carboxamide
(380608-75-3)
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3 suppliers
(3,4-Dimethoxybenzyl)methylamine
(63-64-9)
17 alternate names
3 suppliers
N-(1,3-benzodioxol-5-ylmethyl)-2-propanamine hydrochloride
(1049691-65-7)
17 alternate names
3 suppliers
2-methoxy-5-[(methylamino)methyl]phenol
(54542-57-3)
17 alternate names
3 suppliers
147724-24-1
(147724-24-1)
17 alternate names
3 suppliers
2-cyano-N-(4-methoxybenzyl)acetamide
(288154-72-3)
17 alternate names
3 suppliers
416865-72-0
(416865-72-0)
17 alternate names
3 suppliers
ZX-CM015951
(1609406-58-7)
17 alternate names
3 suppliers
ZX-CM015973
(1609409-24-6)
17 alternate names
3 suppliers
N-(3-methoxybenzyl)-1-propanamine hydrochloride
(1048948-07-7)
17 alternate names
3 suppliers
3-Chloro-N-(4-methoxybenzyl)propanamide
(2364-76-3)
17 alternate names
3 suppliers
58780-82-8
(58780-82-8)
17 alternate names
3 suppliers
(1,3-benzodioxol-5-ylmethyl)methylamine hydrochloride
(53942-89-5)
17 alternate names
3 suppliers
N-(2,3-dimethoxybenzyl)cyclopentanamine
(356094-55-8)
17 alternate names
3 suppliers
7149-10-2
(7149-10-2)
17 alternate names
3 suppliers
Cyclopentyl-(2,3,4-trimethoxy-benzyl)-amine
(418788-93-9)
17 alternate names
3 suppliers
(4-chlorobenzyl)(3,4-dimethoxybenzyl)amine
(423738-40-3)
17 alternate names
3 suppliers
Benzyl-(3,4,5-trimethoxybenzyl)amine
(94271-52-0)
17 alternate names
3 suppliers
3,4-Dimethoxybenzylamine
(5763-61-1)
17 alternate names
3 suppliers
ZX-CM015965
(1609407-69-3)
17 alternate names
3 suppliers
(3-methoxybenzyl)(3-methoxypropyl)amine hydrochloride
(1158534-09-8)
17 alternate names
3 suppliers
ZX-CM015642
(1609407-53-5)
17 alternate names
3 suppliers
ZX-CM015799
(1609396-57-7)
17 alternate names
3 suppliers
N-(3-ethoxybenzyl)propan-1-amine
(893582-85-9)
17 alternate names
3 suppliers
ZX-CM015789
(1609400-59-0)
17 alternate names
3 suppliers
ZX-CM015665
(1609396-70-4)
17 alternate names
3 suppliers
2-(1-CYCLOHEXEN-1-YL)-N-(4-METHOXYBENZYL)-1-ETHANAMINE HYDROCHLORIDE
(1048640-95-4)
17 alternate names
3 suppliers
(2-cyclohex-1-en-1-ylethyl)(4-methoxybenzyl)amine
(356537-08-1)
17 alternate names
3 suppliers
N-(4-methoxybenzyl)butan-1-amine
(3910-58-5)
17 alternate names
3 suppliers
2-chloro-N-(4-methoxybenzyl)acetamide
(81494-05-5)
17 alternate names
3 suppliers
N-(4-methoxybenzyl)cyclohexanamine
(63674-11-3)
17 alternate names
3 suppliers
ZX-CM015966
(1609400-27-2)
17 alternate names
3 suppliers
N-(2-methoxybenzyl)-3-oxobutanamide
(331713-77-0)
17 alternate names
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1-Piperonylpiperazine
(32231-06-4)
17 alternate names
3 suppliers
(3,4-dimethoxybenzyl)hydrazine
(135-85-3)
17 alternate names
3 suppliers
N-(3-methoxybenzyl)-2-propen-1-amine hydrochloride
(1158262-72-6)
17 alternate names
3 suppliers
(3,4-DIMETHOXY-BENZYL)-[2-(4-FLUORO-PHENYL)-ETHYL]-AMINE HYDROCHLORIDE
(1185293-53-1)
17 alternate names
3 suppliers
1-(3,4-dimethoxybenzoyl)piperidine-4-carboxylic acid
(510739-78-3)
17 alternate names
3 suppliers
Benzyl homoveratrylamine hydrochloride
(1472-54-4)
17 alternate names
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(3,4-dimethoxybenzyl)(4-fluorobenzyl)amine
(346694-18-6)
17 alternate names
3 suppliers
59893-89-9
(59893-89-9)
17 alternate names
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1-(1,3-benzodioxol-5-ylmethyl)-2-piperazinone hydrochloride
(1332530-01-4)
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Piperonylamine
(2620-50-0)
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(1,3-benzodioxol-5-ylmethyl)(4-chlorobenzyl)amine
(423735-65-3)
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6,7-dimethoxy-1,4-dihydro-3(2H)-isoquinolinone
(21763-07-5)
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(4-isopropoxy-3-methoxyphenyl)methanamine hydrochloride
(98799-37-2)
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3,4,5-Trimethoxybenzylamine
(18638-99-8)
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(3-ethoxy-4-methoxybenzyl)amine
(108439-67-4)
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2-(3,4-dimethoxyphenyl)-N-(4-methylbenzyl)ethanamine
(418789-66-9)
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(3,5-Dimethoxy-benzyl)-isopropyl-amine
(97294-81-0)
17 alternate names
3 suppliers
N-(2,5-dimethoxybenzyl)cyclohexanamine hydrobromide
(1609403-78-2)
17 alternate names
3 suppliers
1-(3,4-dimethoxyphenyl)ethanamine
(50919-08-9)
17 alternate names
3 suppliers
[1-(3,4-dimethoxyphenyl)propyl]amine hydrochloride
(104174-57-4)
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(3,4-dimethoxybenzyl)(2-methoxybenzyl)amine
(418792-50-4)
17 alternate names
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ZX-CM015972
(1609407-71-7)
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7-Methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol
(1011-43-4)
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(3-Methoxy-benzyl)-(4-methoxy-benzyl)-amine
(148235-02-3)
17 alternate names
3 suppliers
ZX-CM015681
(1609408-95-8)
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(3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)amine
(23475-00-5)
17 alternate names
3 suppliers
N-(4-methoxybenzyl)-1-propanamine hydrochloride
(90389-69-8)
17 alternate names
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AN-465/42518790
(893581-95-8)
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ZX-CM015793
(1609395-71-2)
17 alternate names
3 suppliers
N-(3-methoxybenzoyl)-beta-alanine
(914773-50-5)
17 alternate names
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2-(3,4-dimethoxyphenyl)propan-2-amine hydrochloride
(1177778-83-4)
17 alternate names
3 suppliers
17413-10-4
(17413-10-4)
17 alternate names
3 suppliers
3,4,5-Trimethoxybenzylisocyanide
(165459-74-5)
17 alternate names
3 suppliers
N-(4-methoxybenzyl)-2-methylpropan-1-amine
(347405-96-3)
17 alternate names
3 suppliers
40915-27-3
(40915-27-3)
17 alternate names
3 suppliers
BENZO[1,3]DIOXOL-5-YLMETHYL-HYDRAZINE HYDROCHLORIDE
(1135086-54-2)
17 alternate names
3 suppliers
Dalcotidine
(120958-90-9)
17 alternate names
3 suppliers
(3-methoxybenzyl)(2-methoxyethyl)amine hydrochloride
(1158752-26-1)
17 alternate names
3 suppliers
N-(3-ethoxybenzyl)-2-propen-1-amine hydrochloride
(1049678-50-3)
17 alternate names
3 suppliers
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline
(1745-07-9)
17 alternate names
3 suppliers
Benzo[1,3]dioxol-5-ylmethyl-[2-(4-fluoro-phenyl)-ethyl]-amine
(435345-36-1)
17 alternate names
3 suppliers
(1,3-benzodioxol-5-ylmethyl)(3-fluorobenzyl)amine
(418789-26-1)
17 alternate names
3 suppliers
ZX-CM015808
(1609403-79-3)
17 alternate names
3 suppliers
N-(4-methoxybenzyl)butan-2-amine
(893577-83-8)
17 alternate names
3 suppliers
N-(3-methoxybenzyl)glycine
(756754-04-8)
17 alternate names
3 suppliers
N,N-Diethyl-3,4,5-trimethoxybenzamide
(5470-42-8)
17 alternate names
3 suppliers
ZX-CM015666
(1609407-21-7)
17 alternate names
3 suppliers
3-[(4-methoxybenzyl)amino]-1-propanol hydrochloride
(1609407-85-3)
17 alternate names
3 suppliers
(1,3-benzodioxol-5-ylmethyl)(4-fluorobenzyl)amine
(346725-54-0)
17 alternate names
3 suppliers
Capsaicin
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